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

HRID 886878Notes

Reaction equation

HRID 886878 reaction equation
[F:1][C:2]([F:29])([F:28])[O:3][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.C(OCC)(=O)C.[ClH:36]>C(OCC)(=O)C>[ClH:36].[F:29][C:2]([F:1])([F:28])[O:3][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][NH:16][CH2:15][C:14]=2[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68580642tert-butyl 9-[2-(trifluoromethoxy)phenyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Product 1

HCID 685795209-[2-(Trifluoromethoxy)phenyl]-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochlorideYield 98.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-butyl 9-[2-(trifluoromethoxy)phenyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (190 mg, 0.464 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 methanol to give the desired product (158 mg, 98.8%) as a solid.

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-7655dcb0061f419c85b9571eb3343d45
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

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