Category: 3970-51-2

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 3970-51-2, name is 5-Chloro-1H-indene, A new synthetic method of this compound is introduced below., COA of Formula: C9H7Cl

Intermediate 8: 1,1-dimethylethyl 5-chloro-1’H-spiro[indene-1,4′-piperidine]-1′-carboxylate. 5-chloro-lH-indene (2 g, 13 mmol) dissolved in dry THF (10 mL) was added to a stirring solution of IM lithium hexamethyldisilazide (LHMDS) (28 mL, 28 mmol) at 0 C. The mixture was stirred for 1 hr, and 1,1 -dimethylethyl bis(2- chloroethyl)carbamate (3.2 g, 13 mmol) dissolved in THF (10 mL) was added dropwise. The resulting purple solution was taken out of the ice bath and allowed to stir overnight at room temperature. The mixture was diluted with water and DCM, and the layers were separated. The organic layer was dried over sodium sulfate, evaporated, then purified by flash column chromatography to yield 2 grams of a 50:50 mix of 5-Cl and 6-Cl regiomers. The regioisomers were separated by HPLC. Analysis by HMBC showed that the peak eluting second was the desired 5-Cl regioisomer. MS (ES) m/e 320 [M+H]+. 1H NMR (400 MHz, CDCl3, delta): 7.30 (d, J = 1.76 Hz, IH), 7.22 (d, , J = 8.03 Hz, IH), 7.17 (dd, J = 1.76 Hz, 8.03 Hz, IH), 6.91 (d, J = 5.64 Hz, IH), 6.73 (d, J = 5.64 Hz, IH), 4.19 (m, 2H), 3.12 (m, 2H), 1.98 (m, 2H), 1.52 (s, 9H), 1.32 (m, 2H).

The synthetic route of 3970-51-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/23754; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 3970-51-2, name is 5-Chloro-1H-indene, 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. COA of Formula: C9H7Cl

General procedure: A solution of 5-methoxy-1H-indene (2.40 g, 16.4 mmol) in MeOH (20mL) and CH2Cl2 (50 mL) was cooled to -78 C under N2. O3 (with O2 carrier gas) was bubbled through the solution for 30 min. An exotherm to -65 C occurred while the reaction was in progress; this subsided at the end of the reaction and a blue colouration of dissolved ozone was seen. Unreacted ozone was removed by flushing the reaction vessel with N2. NaHCO3 (1.75 g, 20.9 mmol) and Me2S (3.28 mL,44.3 mmol) were added. The cooling bath was removed and the mixture was stirred for 16 h at r.t.. Concd (28-30%) aq ammonia (20 mL)was added and the mixture stirred for a further 24 h. The mixture was extracted with CH2Cl2 (3 × 100 mL) and the combined organic phases were extracted with 5% aq HCl (2 × 100 mL). The combined aqueous phases were washed with CH2Cl2 (100 mL) and basified with Na2CO3 to pH 10 with stirring. An oil precipitated from solution; the mixture was extracted with CH2Cl2 (2 × 100 mL). The combined organic extractswere washed with sat. brine (50 mL), dried (MgSO4) and evaporated to afford the title compound 6 (1.27 g, 49%) as a brown oil,which was used without further purification.

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

Reference:
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics