반응 #51271

반응 방정식

2,5-dichloro-2,5-dimethylhexane

dichloromethane

ammonium chloride

dichloromethane

3-bromophenol

→

3-bromo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth1-ol

용매

water

반응 조건

후처리

1. 1
   workup.ADDITIONis added dropwise
2. 2
   추출extracted with dichloromethane
3. 3
   세척the extract is washed with water
4. 4
   기타the organic phase is separated
5. 5
   건조dried over magnesium sulphate
6. 6
   기타evaporated
7. 7
   기타The residue obtained
8. 8
   기타is purified by chromatography on a silica column
9. 9
   세척eluted with a mixture
10. 10
    기타After evaporating the solvents, 30.00 g (53%) of the expected compound
11. 11
    기타are collected in the form of white crystals with a melting point of 93° C.

실험 절차

13.40 g (100.0 mmol) of ammonium chloride and 100 ml of dichloromethane are introduced into a three-necked flask under an argon atmosphere. A solution composed of 34.60 g (199.0 mmol) of 3-bromophenol, 89.00 g (486.0 mmol) of 2,5-dichloro-2,5-dimethylhexane and 300 ml of dichloromethane is added dropwise. The reaction mixture is stirred for sixteen hours at room temperature. The reaction mixture is poured into water and extracted with dichloromethane, the extract is washed with water and the organic phase is separated by settling, dried over magnesium sulphate and evaporated. The residue obtained is purified by chromatography on a silica column eluted with a mixture composed of 80% heptane and 20% dichloromethane. After evaporating the solvents, 30.00 g (53%) of the expected compound are collected in the form of white crystals with a melting point of 93° C.

출처