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Hydrochloric Acid → 7-(5-Methyl-isoxazol-3-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

HRID 33211
Notes
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Reaction equation

HRID 33211 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[C:16]([C:19]3[CH:23]=[C:22]([CH3:24])[O:21][N:20]=3)[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)C.[ClH:28]>C(OCC)C>[ClH:28].[CH3:24][C:22]1[O:21][N:20]=[C:19]([C:16]2[CH:17]=[CH:18][C:11]3[CH2:10][CH2:9][NH:8][CH2:14][CH2:13][C:12]=3[CH:15]=2)[CH:23]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 688879747-(5-Methyl-isoxazol-3-yl)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester

Product 1

HCID 691813417-(5-Methyl-isoxazol-3-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochlorideYield 81%

Reagents, catalysts & solvents 1

HCID 3283Diethyl Ether
Solvent

Procedure

7-(5-Methyl-isoxazol-3-yl)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester (1.9 g, 5.8 mmol) was treated with ethanol (20 ml) followed by a saturated ethanolic hydrochloride solution (20 ml). The mixture was stirred for 12 h until a precipitate was observed. Diethyl ether (100 ml) was added and the precipitate filtered and dried in vacuo to give the title compound as a colourless solid (1.25 g, 81%).

Workup

  1. filtrationthe precipitate filtered
  2. customdried in vacuo

Sources & evidence

ORD record
ord-1da297a1b28b46aa9d68abd25c9d5adf
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07429579B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes