Tert-butyl 1-methyl-7-(4-methylphenyl)-2,3-dihydro-1-benzoazepine-4-carboxylate → 1-Methyl-7-(4-methylphenyl)-2,3-dihydro-1-benzoazepine-4-carboxylic acid hydrochloride

HRID 2228310Notes

Reaction equation

HRID 2228310 reaction equation
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]3[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=3)=[CH:12][C:7]=2[CH:6]=[C:5]([C:20]([O:22]C(C)(C)C)=[O:21])[CH2:4][CH2:3]1.C(CC(O)=O)C.[ClH:33]>C(OCC)(=O)C>[ClH:33].[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]3[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=3)=[CH:12][C:7]=2[CH:6]=[C:5]([C:20]([OH:22])=[O:21])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 18472637Tert-butyl 1-methyl-7-(4-methylphenyl)-2,3-dihydro-1-benzoazepine-4-carboxylateHCID 86756183Butyrate hydrochloride

Product 1

HCID 686671561-Methyl-7-(4-methylphenyl)-2,3-dihydro-1-benzoazepine-4-carboxylic acid hydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

In ethyl acetate (7.0 ml) was dissolved tert-butyl 1-methyl-7-(4-methylphenyl)-2,3-dihydro-1-benzoazepine-4-carboxylate (490 mg), and to the mixture was added 4N hydrochloric acid (ethyl acetate) (7.0 ml). The mixture was stirred at room temperature for 20 hours. The solvent was evaporated under reduced pressure, and the residue was washed with hexane (10 ml×3) to give 1-methyl-7-(4-methylphenyl)-2,3-dihydro-1-benzoazepine-4-carboxylic acid hydrochloride (443 mg, 96%).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. washthe residue was washed with hexane (10 ml×3)

Sources & evidence

ORD record
ord-0e83c76ff8ba4dbd832c9083e2d2b639
Source dataset
uspto-grants-2002_07
Patent number
US06413947B1

Reaction notes

Loading…