HRID1072959

反应详情

EQUATION

反应方程式

HRID 1072959 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

To a cloudy mixture of (1R)-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-{[(1S)-2-hydroxy-1-phenylethyl]amino}ethanol (500 mg) and crude 6-(4-phenylbutoxy)hexanal (400 mg) in CH2Cl2 (3 ml) under nitrogen was added sodium triacetoxyborohydride (433 mg) in one portion. A gelatinous mixture formed initially which thinned over a 15 min period. The resulting light yellow solution was stirred for 18 h before it was partitioned between ethyl acetate (10 ml) and saturated aqueous NaHCO3 (30 ml). The aqueous layer was extracted with ethyl acetate (3×20 ml) and the combined organic layers were dried (MgSO4) and concentrated in vacuo to give the title compound (725 mg).

WORKUP

后处理

  1. customA gelatinous mixture formed initially which thinned over a 15 min period
  2. customwas partitioned between ethyl acetate (10 ml) and saturated aqueous NaHCO3 (30 ml)
  3. extractionThe aqueous layer was extracted with ethyl acetate (3×20 ml)
  4. dry with materialthe combined organic layers were dried (MgSO4)
  5. concentrationconcentrated in vacuo