HCID 57812393, compound → HCID 57812302, compound

Participants

Reaction Steps

To a solution of 1-(2,6-dichloro-3-fluorophenyl)-3-methylbut-3-en-1-ol (0.95 mmol) in EtOAc (5.0 mL) was added palladium 10% wt on activated carbon (30 mg). The flask was evacuated and purged with hydrogen gas (3×) and allowed to stir under hydrogen for 2.5 h. The reaction mixture was filtered through a pad of celite. The filtrate was concentrated under reduced pressure to give a light yellow oil. The material was purified by silica gel chromatography using Hexane/EtOAc (80:20) as eluent to obtain the desired product as a colorless oil. 1H NMR (CDCl3, 400 MHz): δ=1.02 (dd, J=6.6, 4.5 Hz, 6H), 1.58 (ddd, J=13.9, 8.8, 4.5 Hz, 1H), 2.05-2.13 (m, 1H), 2.71 (d, J=10.1 Hz, 1H), 5.49 (td, J=10.0, 4.8 Hz, 1H), 7.03 (dd, J=8.8, 7.8 Hz, 1H), 7.27-7.29 (m, 1H).

Provenance & Evidence