Hydrogen chloride-ethyl acetate → 1-[2-(2,3,4,5-Tetrahydro-1,4-benzoxazepine-9-yl)phenyl]ethanone hydrochloride

HRID 886872Notes

Reaction equation

HRID 886872 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[C:20]2[O:19][CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][C:14]=2[CH:13]=[CH:12][CH:11]=1)(=[O:3])[CH3:2].C(OCC)(=O)C.[ClH:34]>C(OCC)(=O)C>[ClH:34].[O:19]1[C:20]2[C:10]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[C:1](=[O:3])[CH3:2])=[CH:11][CH:12]=[CH:13][C:14]=2[CH2:15][NH:16][CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68579850tert-butyl 9-(2-acetylphenyl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Product 1

HCID 685779061-[2-(2,3,4,5-Tetrahydro-1,4-benzoxazepine-9-yl)phenyl]ethanone hydrochlorideYield 84.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-butyl 9-(2-acetylphenyl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (190 mg, 0.517 mmol), ethyl acetate (1 ml) and 4N hydrogen chloride-ethyl acetate solution (4 ml) was stirred for 1 hr at room temperature, and the solvent was evaporated under reduced pressure. The residue was recrystallized from a mixed solvent of methanol and ether to give the desired product (132 mg, 84.1%) as a solid.

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was recrystallized from a mixed solvent of methanol and ether

Sources & evidence

ORD record
ord-acc9125a803645ae865c5c468878db27
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

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