Hydrochloric Acid → N-methyl-2-amino-alpha-phenylphenethylamine dihydrochloride
Reaction equation
[CH3:1][NH:2][CH:3]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11]C(=O)C(C)(C)C.C1(C)C=CC=CC=1.[ClH:31]>>[ClH:31].[ClH:31].[CH3:1][NH:2][CH:3]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH2:11]Participants
Conditions
- Temperature
- 100 °C
Procedure
N-[2-(2-methylamino-2-phenylethyl)phenyl]-2,2-dimethyl-propanamide (155 g, 0.5 mol) was dissolved in 6 N HCl (310 g) and stirred under a nitrogen atmosphere at 100° C. for 28 hours. The reaction mixture was cooled to 23° C. and toluene (200 ml) was added. Stirring was continued until the product had crystallized from the aqueous phase. The product was collected by filtration, washed with toluene (2×50 ml) and dried in vacuo (30 mm) at 60° C. for 60 hours to give N-methyl-2-amino-α-phenylphenethylamine dihydrochloride (139 g, 93% yield). The melting point of the product was 252°-254° C. The organic phase of the filtrate was concentrated in vacuo to give a 58% recovery of trimethylacetic acid. The aqueous phase of the filtrate afforded a second crop of N-methyl-2-amino-α-phenylphenethylamine dihydrochloride (9.3 g, 6%). The total yield of product was 99%.
Workup
- temperatureThe reaction mixture was cooled to 23° C.
- stirringStirring
- customhad crystallized from the aqueous phase
- filtrationThe product was collected by filtration
- washwashed with toluene (2×50 ml)
- customdried in vacuo (30 mm) at 60° C. for 60 hours
Sources & evidence
- ORD record
- ord-8e7ab7a8a0c7448687d87efb2cccd38e
- Source dataset
- uspto-grants-1983_02
- Patent number
- US04374067
Reaction notes
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