Aluminium lithium hydride → HCID 118307051, compound

Participants

Reaction Steps

To a mixture of methyl 2-allyl-4,5-difluorobenzoate (360 mg, 1.697 mmol) in THF (4 mL) was added LAH (3.39 mL, 3.39 mmol) and the reaction was stirred at rt for 1 h. It was then quenched with NH4Cl and extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated to obtain an oil, which was then purified by biotage, eluting with 10% EtOAc/hexane to isolate (2-allyl-4,5-difluorophenyl)methanol (150 mg, 0.814 mmol, 48.0% yield) as an oil. 1H NMR (400 MHz, CDCl3) δ 7.34-7.24 (m, 1H), 7.08-6.97 (m, 1H), 5.96 (ddt, J=16.8, 10.4, 6.2 Hz, 1H), 5.14 (d, J=10.0 Hz, 1H), 5.03 (d, J=17.1 Hz, 1H), 4.67 (d, J=5.1 Hz, 2H), 3.40 (d, J=6.1 Hz, 2H).

Provenance & Evidence