Реакция #51271

Уравнение реакции

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

Растворители

water

Условия реакции

Обработка

1. 1
   workup.ADDITIONis added dropwise
2. 2
   Экстракцияextracted with dichloromethane
3. 3
   Промывкаthe extract is washed with water
4. 4
   Другоеthe organic phase is separated
5. 5
   Сушкаdried over magnesium sulphate
6. 6
   Другоеevaporated
7. 7
   ДругоеThe residue obtained
8. 8
   Другоеis purified by chromatography on a silica column
9. 9
   Промывкаeluted with a mixture
10. 10
    ДругоеAfter evaporating the solvents, 30.00 g (53%) of the expected compound
11. 11
    Другоеare collected in the form of white crystals with a melting point of 93° C.

Методика

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.

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