반응 #312853

반응 방정식

sodium borohydride

4-fluoro-5-iodo-phthalic acid dimethyl ester

calcium chloride

→

title compound

수율 98.0%

(5-Fluoro-2-hydroxymethyl-4-iodo-phenyl)-methanol

수율 98.0%

용매

ethanol

반응 조건

후처리

1. 1
   온도at reflux for 2 h
2. 2
   기타at room temperature
3. 3
   기타overnight
4. 4
   기타The mixture was quenched by addition of 20 ml 1 M aq. hydrochloric acid
5. 5
   workup.ADDITIONdiluted with water and ethyl acetate
6. 6
   기타The phases were separated
7. 7
   추출the organic phase was extracted four times with dichloromethane
8. 8
   건조The combined organic extracts were dried over sodium sulfate
9. 9
   농축concentrated in vacuo

실험 절차

To 9.38 mmol 4-fluoro-5-iodo-phthalic acid dimethyl ester in 25 ml absolute ethanol was added 9.38 mmol calcium chloride. 18.8 mmol sodium borohydride was then added in small portions and the reaction mixture was stirred for 4 h at room temperature, then at reflux for 2 h and then at room temperature overnight. The mixture was quenched by addition of 20 ml 1 M aq. hydrochloric acid and diluted with water and ethyl acetate. The phases were separated and the organic phase was extracted four times with dichloromethane. The combined organic extracts were dried over sodium sulfate and concentrated in vacuo to afford the title compound as a yellow oil (98% yield). MS (m/e): 283.1 ([M+H]+, 100%).

출처