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

HRID 886864Notes

Reaction equation

HRID 886864 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:19]3[O:18][CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.C(OCC)(=O)C.[ClH:35]>C(OCC)(=O)C>[ClH:35].[F:28][C:2]([F:1])([F:27])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:19]3[O:18][CH2:17][CH2:16][NH:15][CH2:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68578288tert-butyl 9-[4-(trifluoromethyl)phenyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Product 1

HCID 685784719-[4-(Trifluoromethyl)phenyl]-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochlorideYield 81.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-butyl 9-[4-(trifluoromethyl)phenyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (210 mg, 0.534 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 (143 mg, 81.3%) 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-21de8ba5c7eb418894710201db0f118e
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

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