Реакция #998624

Уравнение реакции

4-methylbenzaldehyde

neopentyl magnesium chloride

→

desired intermediate

Выход 89.0%

(±)-3,3-Dimethyl-1-p-tolylbutan-1-ol

Выход 89.0%

Растворители

NH4Cl

THF

Условия реакции

Обработка

1. 1
   Экстракцияextract three times with EtOAc
2. 2
   Сушкаdry over anhydrous Na2SO4
3. 3
   Концентрированиеconcentrate in vacuo
4. 4
   ДругоеPurify by chromatography on silica gel eluting with hexane/EtOAc (95:5)

Методика

To a stirred solution of 4-methylbenzaldehyde (1.51 g, 12.6 mmol) in THF (30 mL) at 0° C., add neopentyl magnesium chloride (33.0 mL, 16.34 mmol, 0.5-1M in ether) and continue stirring at 0° C. for 1 h. Dilute with saturated aqueous NH4Cl, extract three times with EtOAc, dry over anhydrous Na2SO4, and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc (95:5) to give the desired intermediate as a colorless oil (2.15 g, 89%).

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