Water → 1-(p-Prenylphenyl)ethanol
Reaction equation
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:14])[CH3:13])=[CH:8][CH:7]=1)[CH:2]=[C:3]([CH3:5])[CH3:4].[BH4-].[Na+].O>CO>[CH2:1]([C:6]1[CH:7]=[CH:8][C:9]([CH:12]([OH:14])[CH3:13])=[CH:10][CH:11]=1)[CH:2]=[C:3]([CH3:5])[CH3:4]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 20.0 g of p-prenylacetophenone in 200 ml of methanol, 1.5 g of sodium borohydride was added at 20° C. with stirring. After stirring for 4 hours, 300 ml of water was added, the resulting solution was extracted with ethyl ether. The extract was washed with water, dried, concentrated and distilled to give 18.5 g of 1-(p-prenylphenyl)-ethanol, b.p. 107-108 °C/0.30 mmHg.
Workup
- stirringAfter stirring for 4 hours
- extractionthe resulting solution was extracted with ethyl ether
- washThe extract was washed with water
- customdried
- concentrationconcentrated
- distillationdistilled
Sources & evidence
- ORD record
- ord-4bc2ae96455940ebb9b703c423bd48f7
- Source dataset
- uspto-grants-1981_02
- Patent number
- US04251543
Reaction notes
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