HCID 20274169, compound → Dipropyldopamine Hydrobromide
Reaction equation
B(Br)(Br)[Br:2].C(Cl)Cl.[CH2:8]([N:11]([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23]C)=[C:19]([O:25]C)[CH:18]=1)[CH2:12][CH2:13][CH3:14])[CH2:9][CH3:10]>C(Cl)Cl>[BrH:2].[OH:25][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][C:20]=1[OH:23])[CH2:16][CH2:15][N:11]([CH2:8][CH2:9][CH3:10])[CH2:12][CH2:13][CH3:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution (150 ml.) of boron tribromide/methylene chloride (1 g./5 ml., 0.12 mole) was added to a solution of 5.0 g. (0.019 mole) of N,N-di-(n-propyl)-3,4-dimethoxyphenethylamine in 100 ml. of methylene chloride, cooled in an ice bath. The bath was removed and the reaction mixture was stirred at room temperature. Methanol (about 50 ml.) was added to the reaction mixture, with cooling, and the resulting solution was evaporated in vacuo. The residue crystallized to give 3,4-dihydroxy-N,N-di-(n-propyl)phenethylamine hydrobromide, m.p. 153.5°-154.5° C.