Acetate-hydrochloric acid → 1-(4,4-Difluorocyclohexyl)methanamine hydrochloride
Reaction equation
[F:1][C:2]1([F:17])[CH2:7][CH2:6][CH:5]([CH2:8][NH:9]C(=O)OC(C)(C)C)[CH2:4][CH2:3]1.[ClH:18].CC(O)=O>>[ClH:18].[F:1][C:2]1([F:17])[CH2:7][CH2:6][CH:5]([CH2:8][NH2:9])[CH2:4][CH2:3]1Participants
3
Procedure
tert-Butyl [(4,4-difluorocyclohexyl)methyl]carbamate (505 mg, 2.03 mmol) was stirred in 5 mL of 1M HCl/AcOH at rt for 2 h. The solvent was evaporated. The residue was washed with ether, filtered and dried. Yield: 330 mg (88%). 1H NMR (400 MHz, METHANOL-D4): δ 1.28-1.40 (m, 2H), 1.71-1.82 (m, 2H), 1.84 (d, J=3.12 Hz, 2H), 1.86-1.89 (m, 1H), 2.03-2.15 (m, 2H), 2.85 (d, J=7.03 Hz, 2H).
Workup
- customThe solvent was evaporated
- washThe residue was washed with ether
- filtrationfiltered
- customdried
Sources & evidence
- ORD record
- ord-58399c5009e9487486a09555ef2e2dfb
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08633235B2
Reaction notes
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