反応 #51271

反応方程式

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

溶媒

water

反応条件

後処理

1. 1
   workup.ADDITIONis added dropwise
2. 2
   抽出extracted with dichloromethane
3. 3
   洗浄the extract is washed with water
4. 4
   その他the organic phase is separated
5. 5
   乾燥dried over magnesium sulphate
6. 6
   その他evaporated
7. 7
   その他The residue obtained
8. 8
   その他is purified by chromatography on a silica column
9. 9
   洗浄eluted with a mixture
10. 10
    その他After evaporating the solvents, 30.00 g (53%) of the expected compound
11. 11
    その他are collected in the form of white crystals with a melting point of 93° C.

実験手順

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.

出典