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1-benzylcyclohexan-1-ol synthesis

14synthesis methods
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Yield:1944-01-0 90%

Reaction Conditions:

Stage #1: benzyl bromidewith magnesium in tetrahydrofuran at 60; for 1 h;
Stage #2: cyclohexanone in tetrahydrofuran; for 8 h;Reflux;

Steps:

3 Preparation of 1-benzylcyclohexan-1-ol

171 g (1 mol) of benzyl bromide was slowly added into 36.5 g (1.5 mol) of magnesium powder in 500 g of dry THF to form a first mixture.
The first mixture was gently heated to 60° C. and stirred for 1 hour, and then 117.8 g (1.2 mol) of anhydrous cyclohexanone was slowly added to form a second mixture.
The second mixture was heated to reflux for 8 hours.
After cooling to room temperature, 1000 g of 10% hydrochloric acid was added, and the resulting mixture was extracted with 500 g of dichloromethane twice, Upon separation of the phases, the organic layer was dried with a desiccant (magnesium sulfate).
A colorless liquid, 1-benzylcyclohexan-1-ol, with a yield of 90% was obtained after the removal of desiccant and solvent from the organic layer.

References:

US2017/36981,2017,A1 Location in patent:Paragraph 0160; 0161