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

HRID 886915Notes

Reaction equation

HRID 886915 reaction equation
[CH3:1][C:2]1[O:6][CH:5]=[C:4]([C:7]2[C:17]3[O:16][CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][C:11]=3[CH:10]=[CH:9][CH:8]=2)[CH:3]=1.C(OCC)(=O)C.[ClH:31]>C(OCC)(=O)C>[ClH:31].[CH3:1][C:2]1[O:6][CH:5]=[C:4]([C:7]2[C:17]3[O:16][CH2:15][CH2:14][NH:13][CH2:12][C:11]=3[CH:10]=[CH:9][CH:8]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68580313tert-butyl 9-(5-methyl-3-furyl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Product 1

HCID 685778409-(5-Methyl-3-furyl)-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochlorideYield 81%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-Butyl 9-(5-methyl-3-furyl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (92.0 mg, 0.279 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 (60.0 mg, 81.0%) 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-0700ed5a444d47ecad0dcdb7aba48c08
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

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