Реакция #163418

Уравнение реакции

1-(3′,4′-Dichloro-2-fluorobiphenyl-4-yl)cyclopropanecarboxylic acid

dicyclohexylcarbodiimide

oxiran-2-ylmethanol

→

1-(3′,4′-dichloro-2-fluorobiphenyl-4-yl)cyclopropane carboxylic acid oxiranylmethyl ester

Выход 42.7%

Растворители

DCM

Условия реакции

Обработка

1. 1
   Фильтрацияit was filtered
2. 2
   Другоеthe filtrate was evaporated to dryness
3. 3
   Другоеto afford 4.4 g of crude
4. 4
   ДругоеThe crude was purified by gradient flash chromatography
5. 5
   Промывкаeluting with petroleum ether/EtOAc (from 97/3 to 90/10 v/v)

Методика

1-(3′,4′-Dichloro-2-fluorobiphenyl-4-yl)cyclopropanecarboxylic acid (2.00 g, 6.15 mmol), dicyclohexylcarbodiimide (DCC, 2.54 g, 12.30 mmol), 4-dimethyl-aminopyridine (DMAP, 0.075 g, 0.614 mmol), and oxiran-2-ylmethanol (0.490 ml, 7.38 mmol) were dissolved in dry DCM (40 mL). The reaction mixture was stirred at room temperature (r.t.) overnight, then it was filtered and the filtrate was evaporated to dryness to afford 4.4 g of crude. The crude was purified by gradient flash chromatography eluting with petroleum ether/EtOAc (from 97/3 to 90/10 v/v) to afford 1-(3′,4′-dichloro-2-fluorobiphenyl-4-yl)cyclopropane carboxylic acid oxiranylmethyl ester (1.0 g, 42.6% yield).

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