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 1388053Notes

Reaction equation

HRID 1388053 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-da8c333fecd0467eb9c415bd59214a25
Source dataset
uspto-grants-2001_07
Patent number
US06268354B1

Reaction notes

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