p-Toluenesulfonic acid → 1-(4-Hydroxyphenyl)ethyl butyrate
Reaction equation
CC1C=CC(S(O)(=O)=O)=CC=1.[C:12]([O:17][CH:18]([C:20]1[CH:25]=[CH:24][C:23]([O:26]C2CCCCO2)=[CH:22][CH:21]=1)[CH3:19])(=[O:16])[CH2:13][CH2:14][CH3:15]>CO>[C:12]([O:17][CH:18]([C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)[CH3:19])(=[O:16])[CH2:13][CH2:14][CH3:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In 150 ml of methanol was dissolved 0.1 mole of the R-form of 1-(4-(tetrahydro-2-pyranyloxy)phenyl)ethyl butyrate, to which 1.1 g of pyridinum, p-toluenesulfonate, and the mixture was subjected to reaction at room temperature for 2 hours. Then, methanol was distilled under reduced pressure, 200 ml of ether was added thereto, and it was washed with water. The resulting ether layer was dried with anhydrous magnesium sulfate, and ether was distilled under reduced pressure to give R-form of 1-(4-hydroxyphenyl)ethyl butyrate (yield: 11%).