Methanesulfonic Acid → p-Acrylamidomethylphenethyl chloride
Reaction equation
[CH2:1]([Cl:9])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:10]([NH:12][C:13](=[O:16])[CH:14]=[CH2:15])O.CS(O)(=O)=O>>[C:13]([NH:12][CH2:10][C:6]1[CH:7]=[CH:8][C:3]([CH2:2][CH2:1][Cl:9])=[CH:4][CH:5]=1)(=[O:16])[CH:14]=[CH2:15]Participants
4
Conditions
- Temperature
- 15 °C
Procedure
70 parts (0.5 mole) of phenethyl chloride and 51.5 parts (0.51 mole) of N-methylolacrylamide are stirred, in succession, into 300 parts by volume of methanesulfonic acid which has been cooled to 15° C. Stirring is continued for 6 hours at from 15° to 20° C., and hydrolysis is effected by adding 1,500 parts of crushed ice. After the ice has thawed, the product is filtered off and dried in the air to give 84 parts (yield: 75%) of crude p-acrylamidomethylphenethyl chloride, which is recrystallized from methyl alcohol to give a pure product of melting point 145°-147° C.