Hydrogen chloride-ethyl acetate → 9-Isoxazol-4-yl-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochloride

HRID 886928Notes

Reaction equation

HRID 886928 reaction equation
[O:1]1[CH:5]=[C:4]([C:6]2[C:16]3[O:15][CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][C:10]=3[CH:9]=[CH:8][CH:7]=2)[CH:3]=[N:2]1.C(OCC)(=O)C.[ClH:30]>C(OCC)(=O)C>[ClH:30].[O:1]1[CH:5]=[C:4]([C:6]2[C:16]3[O:15][CH2:14][CH2:13][NH:12][CH2:11][C:10]=3[CH:9]=[CH:8][CH:7]=2)[CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68578732tert-butyl 9-isoxazol-4-yl-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Product 1

HCID 685802839-Isoxazol-4-yl-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochlorideYield 13.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-butyl 9-isoxazol-4-yl-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (120 mg, 0.379 mmol), ethyl acetate (2 ml) and 4N hydrogen chloride-ethyl acetate solution (4 ml) was stirred at room temperature for 1 hr, 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 (13.3 mg, 13.9%) 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-aea32e5f767f4972bad94ab22703f958
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

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