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

HRID 886941Notes

Reaction equation

HRID 886941 reaction equation
[CH3:1][CH:2]([CH3:22])[CH2:3][C:4]1[C:14]2[O:13][CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][C:8]=2[CH:7]=[CH:6][CH:5]=1.C(OCC)(=O)C.[ClH:29]>C(OCC)(=O)C>[ClH:29].[CH3:1][CH:2]([CH3:22])[CH2:3][C:4]1[C:14]2[O:13][CH2:12][CH2:11][NH:10][CH2:9][C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 68579404tert-butyl 9-(2-methylpropyl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Product 1

HCID 685781829-(2-Methylpropyl)-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochlorideYield 93.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-butyl 9-(2-methylpropyl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (260 mg, 0.937 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 (192 mg, 93.7%) 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-226132dd2d234b97ac64b32313c0d8ce
Source dataset
uspto-grants-2012_08
Patent number
US08247403B2

Reaction notes

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