Category: 3722-69-8

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 3722-69-8 as follows. Quality Control of 8-Chlorochroman

Step 5, Method 2: Methyl (IS, 2S)-2-(8-chloro-3,4-dihydro-2H-l-benzopyran-6- carbonyl)cyclopropane-l-carboxylate [00160] Methyl (lS,2S)-2-(carbonochloridoyl)cyclopropane-l-carboxylate (0.19 g, 1.19 mmol) in DCE (2 mL) was added portionwise to a cooled (0 C), stirred solution of aluminium trichloride (0.32 g, 2.37 mmol) in DCE (4 mL) under a nitrogen atmosphere. 8- Chloro-3,4-dihydro-2H-l-benzopyran (0.2 g, 1.19 mmol) was added dropwise over 5 minutes and the reaction mixture was stirred at 0 C for a further 1 hour. After this time, the mixture was allowed to warm to room temperature before being stirred overnight. The reaction mixture was then cooled to 0 C before being added portionwise to a mixture of concentrated HC1 (4 niL) and ice (20 g). The resulting mixture was then extracted with DCM (3 x 50 mL), the combined organic extracts were washed with brine (30 mL), before being dried (MgS04), filtered and concentrated. The resulting residue was purified using a Biotage Isolera, (Snap 50 g cartridge, eluting in 0-45 % EtOAc in Heptanes) to give the title compound (0.15 g, 43% yield) as a pale yellow oil. deltaEta (250 MHz, CDCh) 7.88 (d, J= 2.1 Hz, 1H), 7.69 – 7.62 (m, 1H), 4.43 – 4.31 (m, 2H), 3.73 (s, 3H), 3.08 (ddd, J= 8.5, 5.9, 3.8 Hz, 1H), 2.86 (t, J= 6.4 Hz, 2H), 2.36 (ddd, J= 8.5, 6.1, 3.8 Hz, 1H), 2.16 – 1.96 (m, 2H), 1.58 (tdd, J= 7.6, 5.9, 3.4 Hz, 2H). Tr = 2.00 min m/z (ES+) (M+H+) 295.

According to the analysis of related databases, 3722-69-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia, M.; PRIME, Michael; MITCHELL, William; WENT, Naomi; WO2015/47978; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 3722-69-8, name is 8-Chlorochroman, A new synthetic method of this compound is introduced below., Computed Properties of C9H9ClO

Step 5: Methyl (iS, 25)-2-(8-chloro-3,4-dihydro-2H- i-benzopyran-6- carbonyl)cyclopropane- 1-carboxylate[00262j Methyl (iS ,2S)-2-(carbonochloridoyl)cyclopropane- 1 -carboxylate (0.19 g, 1.19 mmol) in DCE (2 mL) was added portionwise to a cooled (0 C), stirred solution of aluminium trichloride (0.32 g, 2.37 mmol) in DCE (4 mL) under a nitrogen atmosphere. 8-Chloro-3,4-dihydro-2H- 1 -benzopyran (0.2 g, 1.19 mmol) was added dropwise over 5 minutes and the reaction mixture was stirred at 0 C for a further 1 hour. After this time, the mixture was allowed to warm to room temperature before being stirred overnight. The reaction mixture was then cooled to 0 C before being added portionwise to a mixture of concentrated HC1 (4 mL) and ice (20 g). The resulting mixture was then extracted with DCM (3 x 50 mL), the combined organic extracts were washed with brine (30 mL), before being dried (MgSO4), filtered and concentrated. The resulting residue was purified using a Biotage Isolera, (Snap 50 g cartridge, eluting in 0-45 % EtOAc in Heptanes) to give the title compound (0.15 g, 43% yield) as a pale yellow oil. oH (250 MHz, CDC13) 7.88 (d, J= 2.1 Hz, 1H), 7.69- 7.62 (m, 1H), 4.43 -4.31 (m, 2H), 3.73 (s, 3H), 3.08 (ddd, J= 8.5, 5.9, 3.8 Hz, 1H), 2.86 (t, J 6.4 Hz, 2H), 2.36 (ddd, J 8.5, 6.1, 3.8 Hz, 1H), 2.16 – 1.96 (m, 2H), 1.58 (tdd, J= 7.6, 5.9, 3.4 Hz, 2H). Tr = 2.00 mm m/z (ESj (M+Hj295.

The synthetic route of 3722-69-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHDI FOUNDATION, INC.; TOLEDO-SHERMAN, Leticia, M; DOMINGUEZ, Celia; PRIME, Michael; MITCHELL, William, Leonard; JOHNSON, Peter; WENT, Naomi; WO2013/151707; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics