HRID2180328

反应详情

EQUATION

反应方程式

HRID 2180328 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

2-Chloro-3′-chloroacetophenone (945.0 mg, 5.0 mmol), triethylamine (0.73 ml, 5.25 mmol), and formic acid (0.23 ml, 5.25 mmol) were added to an ethyl acetate (5.0 ml) solution containing chloro(pentamethylcyclopentadienyl)rhodium (III) (1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine (1.35 mg, 0.002 mmol, s/c=5000) which was prepared in the same manner as described in Organic Letters, 1999, vol. 1, pp. 841-843, Supporting Information (see the above-described URL), and the mixture was stirred at room temperature for 2 hours. After completion of the reaction, 1 M hydrochloric acid (5.3 ml) was added, and the reaction product was extracted with ethyl acetate (5 ml) and dried over magnesium sulfate. Evaporation of the solvent yielded a desired compound, (+)-2-chloro-1-(3′-chlorophenyl)ethanol (891.5 mg; yield: 93.4%; optical purity: 93.8% ee).

WORKUP

后处理

  1. customwas prepared in the same manner
  2. additionwas added
  3. extractionthe reaction product was extracted with ethyl acetate (5 ml)
  4. dry with materialdried over magnesium sulfate
  5. customEvaporation of the solvent