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;,
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