Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 1-(4-Hydroxyphenyl)ethyl butyrate
Reaction equation
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.[C:18]([O:23][CH:24]([C:26]1[CH:31]=[CH:30][C:29]([O:32]C2CCCCO2)=[CH:28][CH:27]=1)[CH3:25])(=[O:22])[CH2:19][CH2:20][CH3:21]>CO>[C:18]([O:23][CH:24]([C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=1)[CH3:25])(=[O:22])[CH2:19][CH2:20][CH3:21]Participants
4
Procedure
In 150 ml of methanol was dissolved 0.1 mole of the S-form of 1-(4-(tetrahydro-2-pyranyloxy)phenyl)ethyl butyrate, 1.1 g of pyridinium p-toluenesulfonate was added thereto, and the mixture was subjected to reaction at room temperature for 2 hours. Then, methanol was distilled under reduced pressure, to which 200 ml of ether was added, and the mixture was washed with water. The resulting ether layer was dried with anhydrous magnesium sulfate, and ether was distilled under reduced pressure to give S-form of 1-(4-hydroxyphenyl)ethyl butyrate (yield: 13%).