Hydrogen chloride-ethyl acetate → 9-(2-Fluorophenyl)-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochloride

HRID 886856Notes

Reaction equation

HRID 886856 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:18]2[O:17][CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][C:12]=2[CH:11]=[CH:10][CH:9]=1.C(OCC)(=O)C.[ClH:32]>C(OCC)(=O)C>[ClH:32].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:18]2[O:17][CH2:16][CH2:15][NH:14][CH2:13][C:12]=2[CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68578730tert-butyl 9-(2-fluorophenyl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Product 1

HCID 685779049-(2-Fluorophenyl)-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochlorideYield 84.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-butyl 9-(2-fluorophenyl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (150 mg, 0.437 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 (103 mg, 84.4%) 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-7a5550ce747f499abecaf8fbd34d3dfe
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

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