Hydrochloric Acid → 7-(4-Ethoxyphenyl)-1-methyl-2,3-dihydro-1-benzazepine-4-carboxylic acid hydrochloride

HRID 2228331Notes

Reaction equation

HRID 2228331 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[N:19]([CH3:20])[CH2:18][CH2:17][C:16]([C:21]([O:23]C(C)(C)C)=[O:22])=[CH:15][C:14]=3[CH:28]=2)=[CH:6][CH:5]=1)[CH3:2].[ClH:29]>C(COC)OC>[ClH:29].[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[N:19]([CH3:20])[CH2:18][CH2:17][C:16]([C:21]([OH:23])=[O:22])=[CH:15][C:14]=3[CH:28]=2)=[CH:8][CH:9]=1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18472644HCID 18472644, compound

Product 1

HCID 693537737-(4-Ethoxyphenyl)-1-methyl-2,3-dihydro-1-benzazepine-4-carboxylic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

In dimethoxyethane (100 ml) was dissolved t-butyl 7-(4-ethoxyphenyl)-1-methyl-2,3-dihydro-1-benzazepine-4-carboxylate (4.0 g), and to the mixture was added 6N hydrochloric acid (25 ml). The mixture was refluxed for 3 hours, and the solvent was evaporated. Precipitated yellow powder was filtered and washed with ethyl acetate-hexane to give 7-(4-ethoxyphenyl)-1-methyl-2,3-dihydro-1-benzazepine-4-carboxylic acid hydrochloride (3.8 g).

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. customthe solvent was evaporated
  3. customPrecipitated yellow powder
  4. filtrationwas filtered
  5. washwashed with ethyl acetate-hexane

Sources & evidence

ORD record
ord-f5f8e577dd4f4378b110fa36eef06749
Source dataset
uspto-grants-2002_07
Patent number
US06413947B1

Reaction notes

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