反应 #1375833

反应方程式

ammonium chloride

(+)-(2R,8aS)-(camphorsulfonyl)oxaziridine

LDA

methyl 2-(1-methyl-3-indolyl)acetate

→

oily product

收率 66.5%

methyl 2-hydroxy-2-(1-methyl-3-indolyl)acetate

收率 66.5%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   温度The mixture was warmed to room temperature
2. 2
   workup.STIRRINGstirred for 2 hours
3. 3
   萃取extracted with diethyl ether
4. 4
   萃取The ether extract
5. 5
   干燥was dried with magnesium sulfate
6. 6
   浓缩concentrated by evaporation

实验过程

To a solution of 2.87 millimole of LDA in 5 mL of dry tetrahydrofuran at -78° C. was added dropwise a solution of 0.53 g of methyl 2-(1-methyl-3-indolyl)acetate in 5 mL of dry tetrahyrofruan. The mixture was stirred for 30 minutes at -78° C., and then 0.9 g of (+)-(2R,8aS)-(camphorsulfonyl)oxaziridine was added. The mixture was warmed to room temperature and stirred for 2 hours. Then the mixture was poured into a solution of saturated aqueous ammonium chloride, and then extracted with diethyl ether. The ether extract was dried with magnesium sulfate and concentrated by evaporation. The residue was subjected to silica gel chromatography using a developing solution of dichloromethane/ethyl acetate (98:2 by volume) to give 0.38 g of an oily product.

来源