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

HRID 886965Notes

Reaction equation

HRID 886965 reaction equation
[CH:1]1([C:4]2[C:14]3[O:13][CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][C:8]=3[CH:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.C(OCC)(=O)C.[ClH:28]>C(OCC)(=O)C>[ClH:28].[CH:1]1([C:4]2[C:14]3[O:13][CH2:12][CH2:11][NH:10][CH2:9][C:8]=3[CH:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68579262tert-butyl 9-cyclopropyl-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Product 1

HCID 685789109-Cyclopropyl-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochlorideYield 54%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-butyl 9-cyclopropyl-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (70.0 mg, 0.242 mmol), ethyl acetate (1 ml) and 4N hydrogen chloride-ethyl acetate solution (2 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 (29.5 mg, 54.0%) 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-f3e64b57fc11497380f1e3f1427396ee
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

Loading…