반응 #54561

반응 방정식

Water

2,2-dimethyl-7-hydroxy-4-phenylchroman

sodium hydride

2-dimethylaminoethyl chloride

→

2,2-dimethyl-7-dimethylaminoethoxy-4-phenylchroman

용매

toluene

반응 조건

후처리

1. 1
   온도under reflux for 6 hours
2. 2
   기타the organic layer was separated
3. 3
   추출extracted with 5N hydrochloric acid (3×30 ml)
4. 4
   추출The combined acid extract
5. 5
   추출extracted with ether
6. 6
   추출the ether extract
7. 7
   건조dried (magnesium sulphate)
8. 8
   기타Removal of the solvent

실험 절차

A mixture of 2,2-dimethyl-7-hydroxy-4-phenylchroman (3.72 g), sodium hydride (0.53 g, 60% dispersion in oil) and 2-dimethylaminoethyl chloride (1.58 g) in toluene (59 ml) was stirred and boiled under reflux for 6 hours. Water was added to the cooled mixture and the organic layer was separated and extracted with 5N hydrochloric acid (3×30 ml). The combined acid extract was basified, extracted with ether and the ether extract dried (magnesium sulphate). Removal of the solvent gave 2,2-dimethyl-7-dimethylaminoethoxy-4-phenylchroman which was isolated as its hydrochloride salt, m.p. 165°-176° C.

출처