反応 #9337

反応方程式

Ph3P

imidazole

I2

12-2

(3-Hydroxymethyl-phenoxy)-acetic acid methyl ester

→

12-3

収率 93.0%

(3-Iodomethyl-phenoxy)-acetic acid methyl ester

収率 93.0%

溶媒

Dichloromethane

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGThe reaction was stirred for 3 h
2. 2
   workup.ADDITIONsilica gel was added
3. 3
   その他the mixture evaporated
4. 4
   その他The residue was purified by flash chromatography on silica gel (10%→20%→30% ethyl acetate/hexanes)

実験手順

Dichloromethane (85 mL) was added to Ph3P (4.942 g, 18.8 mmol), imidazole (1.311 g, 19.3 mmol) and I2 (4.735 g, 18.7 mmol). The mixture was stirred for 5 min. and then a solution of 12-2 (2.937 g, 15.0 mmol) in 15 mL dichloromethane was added by cannula. The reaction was stirred for 3 h, silica gel was added and the mixture evaporated. The residue was purified by flash chromatography on silica gel (10%→20%→30% ethyl acetate/hexanes) to give 12-3 (4.246 g, 13.9 mmol, 93%).

出典