Hydrochloric Acid → HCID 22329217, compound

HRID 586839Notes

Reaction equation

C(OC([N:8]1[C:14]2[CH:15]=[CH:16][C:17]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH3:27])=[CH:21][CH:20]=3)=[CH:18][C:13]=2[CH:12]=[C:11]([C:28]([O:30][CH3:31])=[O:29])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.[OH-].[Na+]>C(OCC)(=O)C>[CH2:26]([O:25][C:22]1[CH:21]=[CH:20][C:19]([C:17]2[CH:16]=[CH:15][C:14]3[NH:8][CH2:9][CH2:10][C:11]([C:28]([O:30][CH3:31])=[O:29])=[CH:12][C:13]=3[CH:18]=2)=[CH:24][CH:23]=1)[CH3:27]

Participants

Conditions

Temperature: 80 °C

Procedure

In ethyl acetate (50 ml) was dissolved methyl 1-(t-butoxycarbonyl)-7-(4-ethoxyphenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (1.1 g). To the solution was added 6N hydrochloric acid (10 ml) and the mixture was stirred at 80° C. for 40 minutes, neutralized with 1N sodium hydroxide solution and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried with anhydrous magnesium sulfate, and the solvent was evaporated to give methyl 7-(4-ethoxyphenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.78 g) as yellow crystals.

Workup

extractionextracted with ethyl acetate
washThe organic layer was washed with water and saturated brine
dry with materialdried with anhydrous magnesium sulfate
customthe solvent was evaporated

Sources & evidence

ORD record: ord-4492fe22ee294dff8c9349556951cd92
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06936602B1

Reaction notes

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