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 566124Notes

Reaction equation

HRID 566124 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-f2241799cca04830b26fee5bb386058c
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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