Extracurricular laboratory: Synthetic route of C5H9Cl

The synthetic route of 928-50-7 has been constantly updated, and we look forward to future research findings.

Application of 928-50-7, A common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, molecular formula is C5H9Cl, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 12 (S)-4-(1-Methylethyl)-3-(1-Oxo-4-Pentenyl)-2-Oxazolidinone To a -78 C. solution of 5.0 g of 4-(1-methylethyl)-2-oxazolidinone in 80 ml of tetrahydrofuran is added, dropwise, 15.5 ml of 2.5M n-butyl lithium in hexane. After stirring for 30 minutes, a solution of 4.8 g of 4-pentenyl chloride in 30 ml of tetrahydrofuran is added, dropwise, and the resulting solution is stirred at -78 C. for 3.5 hours. The reaction is diluted with aqueous ammonium chloride and diethyl ether. The organic layer is washed with water, dried and concentrated in vacuo. The residue is purified by chromatography (silica gel, 25% ethyl acetate/petroleum ether) to give 5.8 g of the desired product as a pale yellow oil. [alpha]D26 =+79 (methylene chloride).

The synthetic route of 928-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US5550257; (1996); A;,
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The origin of a common compound about 928-50-7

The synthetic route of 928-50-7 has been constantly updated, and we look forward to future research findings.

Related Products of 928-50-7,Some common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, molecular formula is C5H9Cl, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In an oven-dried two-neck round-bottom flask equipped with a condenser and a magnetic stirrer were successively added oxime1b(193 mg, 0.92 mmol), xanthate20(75 mg, 0.46 mmol) and the desired chloroolefin21b(202 mg, 1.93 mmol) in benzene (5 mL). Argon was then bubbled directly into the flask for 30 min. (Bu3Sn)2(0.3 mL, 0.58 mmol) was then injected and the flask was heated to 60C. After 5min., DTBHN was added. After total consumption of the starting material, the resulting mixture was concentrated in vacuo and purified by silica gel chromatography (Petroleum ether/EtOAc 90-10->80:20) to afford the desired product22bas a yellow oil (63 mg, 52%).Rf = 0.32 (Petroleum ether/EtOAc90:10)IR (neat, NaCl)nmax(cm-1) 2953, 2247, 1453, 1378, 1248, 1144, 1089, 1004, 837.1H-NMR (300 MHz, CDCl3)delta(ppm) 7.23 (d,J= 7.5 Hz, 1 H), 5.04(s, 2 H), 3.63 (t,J= 8.3 Hz, 2 H), 3.50 (t,J= 6.4 Hz, 2 H), 2.47-2.27 (m, 3 H), 1.87-1.49 (m, 6 H), 0.90 (t,J= 8.3 Hz, 2 H), -0.02(s, 9 H).13C-NMR (75 MHz, CDCl3)delta(ppm) 152.6, 119.0, 96.7, 66.0, 44.9, 38.6, 29.6, 29.5, 28.1, 17.9, 14.9, -1.5.HRMS (ESI) calcd for C14H27ClN2O2SiNa [M+Na+]:341.1422,found:341.1431.

The synthetic route of 928-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Landais, Yannick; Robert, Frederic; Godineau, Edouard; Huet, Laurent; Likhite, Nachiket; Tetrahedron; vol. 69; 47; (2013); p. 10073 – 10080;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Continuously updated synthesis method about 928-50-7

Statistics shows that 5-Chloropent-1-ene is playing an increasingly important role. we look forward to future research findings about 928-50-7.

Electric Literature of 928-50-7, These common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1) 1-Chloropent-4-ene (0.1 mol) and Na2CO3 (11 g) in THF (100 g) are added to 3,3,3-trifluoropropan-1-ol (11 g), the mixture is stirred under reflux for 4 hrs, and the allyl ether is then isolated using conventional laboratory methods.

Statistics shows that 5-Chloropent-1-ene is playing an increasingly important role. we look forward to future research findings about 928-50-7.

Reference:
Patent; Hierse, Wolfgang; Ignatyev, Nikolai (Mykola); Seidel, Martin; Montenegro, Elvira; Kirsch, Peer; Bathe, Andreas; US2010/152081; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Continuously updated synthesis method about 928-50-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloropent-1-ene, its application will become more common.

Reference of 928-50-7,Some common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, molecular formula is C5H9Cl, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Sodium azide (0.5 g, 8 mmol) was added to the stirredsolution of chlorides 1b,e,f or tosylates 1c,d (6 mmol) indry DMSO (8 ml) at room temperature. The reactionmixture was stirred at 70C for 15 h, then washed well withwater (3×10 ml) and extracted with CH2Cl2 (2×10 ml). Combined organic layers were dried over MgSO4, filtered,and concentrated to obtain the crude azides 2b-f. Resultingazides were dissolved in Et2O (10 ml), PPh3 (1.6 g, 6 mmol)was added, the reaction mixture was stirred at 0C for 1.5 h.Then water (1 ml) was added and the reaction mixture wasstirred at room temperature overnight. After the completion,the reaction mixture was poured onto crushed ice andextracted with CH2Cl2 (3×10 ml). Organic layers werecombined and dried over MgSO4, filtered, and concentratedunder reduced pressure to obtain amines 3b-f. Solution ofamine 3a-f in CH2Cl2 (10 ml) was stirred with K2CO3(2.2 g, 16 mmol) at 0C for 15 min. Acryloyl chloride(0.6 ml, 7 mmol) was added dropwise at 0C, and themixture was stirred at room temperature for 6 h. Thereaction was monitored by TLC. After completion of thereaction, cold water (10 ml) was added and the mixture wasextracted with CH2Cl2 (3×10 ml). The combined organiclayers were washed with brine, dried over anhydrous MgSO4,filtered, and concentrated under reduced pressure. Thecrude diene amides 4a-f were purified on silica gel column,eluting with EtOAc-petroleum ether with increasing gradient.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloropent-1-ene, its application will become more common.

Reference:
Article; Gondal, Humaira Yasmeen; Buisson, Didier; Chemistry of Heterocyclic Compounds; vol. 52; 3; (2016); p. 183 – 191; Khim. Geterotsikl. Soedin.; vol. 52; 3; (2016); p. 183 – 191,9;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Brief introduction of 5-Chloropent-1-ene

According to the analysis of related databases, 928-50-7, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 928-50-7 as follows. Product Details of 928-50-7

Equipped with a mechanical stirrer, a reflux condenser and a thermometer 1000ml four-necked flask, followed by adding 50g (0.48mol) 5- chloro-1-pentene, 50g (0.27mol) phthalimide potassium salt, triphenyl phosphine bromide 0.25g, 2.5g and 500g of nickel sulfate, hexamethylphosphoric triamide. After the addition was complete, the oil bath was heated to 200 deg.] C, the reaction was kept for 3 hours. After incubation, cooled to room temperature. Filter cake by-product potassium chloride reactions, polymerization inhibitor and a catalyst. Rinsed with acetone 100ml fresh cake combined filtrate and washings. Under reduced pressure using a rotary evaporator, acetone was distilled off spin, hexamethylphosphoric triamide and the excess of 5-chloro-1-pentene. Get 57g red viscous liquid, liquid chromatography measured content of 94.81%, the yield was 98.09%.

According to the analysis of related databases, 928-50-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yizheng Haifan Chemical Co., Ltd; Zou, Congwei; (9 pag.)CN106008314; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Continuously updated synthesis method about 928-50-7

The synthetic route of 5-Chloropent-1-ene has been constantly updated, and we look forward to future research findings.

Application of 928-50-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 928-50-7, name is 5-Chloropent-1-ene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: With the dissolution of substrate (0.4 mmol) in CH 3 CN (2 mL), Pd0/RGO (0.01 g), H 2 O (0.5 mL), and GO (0.01 g) were orderly added into apressure bottle (35 mL). The mixture was dispersed by ultrasound forabout 30 min at 25 C. Then H 2 O 2 (30 wt%, 4 mmol) was cautiously added dropwise. Immediately, the reaction system was heated to 55 Cwith lid closed until the process was fully completed (detected by TLC).Subsequently, Pd0/RGO and GO were removed by centrifuge. Themixture was extracted by deionized water and ethyl acetate. After thelayers were separated, the organic part was washed with deionizedwater, dried with anhydrous NaSO 4 , ltered and evaporated by reducedpressure distillation. Finally, purication of the crude product wascarried out by column chromatography. For 14, 18, 24, 40 (Table 2),excess hydrogen peroxide was added after half of the total reaction time.

The synthetic route of 5-Chloropent-1-ene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Xi; Zhou, Jianhao; Peng, Xinhua; Catalysis Communications; vol. 122; (2019); p. 73 – 78;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics