Acetate-hydrochloric acid → HCID 57441095, compound
Reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][C:12]([F:15])=[CH:11][CH2:10]1)(C)(C)C.[ClH:17].CC(O)=O>>[ClH:17].[F:15][C:12]1[CH2:13][CH2:14][CH:9]([CH2:8][NH2:7])[CH2:10][CH:11]=1Participants
3
Procedure
tert-Butyl[(4-fluorocyclohex-3-en-1-yl)methyl]carbamate (1.62 g, 7.06 mmol) was stirred in 25 mL of 1M HCl/AcOH at rt for 2 h. The solvent was evaporated and the product was precipitated in ether, filtered and dried under vacuum. Yield: 1.13 g (97%). 1H NMR (400 MHz, CD3OD) δ 1.44-1.53 (m, 1 H), 1.80-1.89 (m, 2 H), 1.90-1.98 (m, 1 H), 2.16-2.23 (m, 2 H), 2.26-2.34 (m, 1 H), 2.88 (d, J=6.25 Hz, 2 H), 5.12-5.19 (m, 1 H).
Workup
- customThe solvent was evaporated
- customthe product was precipitated in ether
- filtrationfiltered
- customdried under vacuum
Sources & evidence
- ORD record
- ord-efd42c76c9124317bb03c167c298abce
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07615642B2
Reaction notes
Loading…