Hydrogen Bromide → 1-(3-Hydroxyphenyl)-2-(1-methyl-2-pyrrolidinyl)ethanone
Reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([C:9](=[O:17])[CH2:10][CH:11]2[CH2:15][CH2:14][CH2:13][N:12]2[CH3:16])[CH:6]=[CH:7][CH:8]=1.Br>C(O)(=O)C>[OH:2][C:3]1[CH:4]=[C:5]([C:9](=[O:17])[CH2:10][CH:11]2[CH2:15][CH2:14][CH2:13][N:12]2[CH3:16])[CH:6]=[CH:7][CH:8]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
40.5 of 1-(3-methoxyphenyl)-2-(1-methyl-2-pyrrolidinyl)ethanone are boiled under reflux for 6 hours with 180 ml of acetic acid and 180 ml of 47% hydrobromic acid. After concentration of the solution, the oily residue is brought to crystallization through treatment with 150 ml of hot ethanol. Cooling is allowed to take place, and 39.8 g (76% of theory) of the hydrobromide of the title compound is filtered off as greenish crystals: m.p. 165° to 168°.