Dichloromethane → HCID 59779170, compound

Participants

Reaction Steps

BMS (0.2 mL, 0.8 mmol) was added to (1S)-1-(1-naphthyl)-3-oxabicyclo[3.1.0]hexan-2-one (90 mg, 0.4 mmol) in dry tetrahydrofuran (1 mL), under nitrogen atmosphere. The reaction mass was refluxed for 5 hours and monitored by TLC (dichloromethane (100%)). The reaction mass was quenched with 10% potassium carbonate solution. The aqueous layer was extracted with dichloromethane (2×10 mL). The combined organic layer was dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure to yield 90 mg (98.5%) of desired product. 1H NMR δ(300 MHz,CDCl3): 1.09-1.43 (3H,m), 1.67-1.69 (2H,m,) 1.83-1.90 (1H,m), 3.5-3.7 (2H,m), 4.25-4.27 (2H,m), 7.4-7.65 (4H,m), (1H,m) 7.77-7.89 (2H,m), 8.25 (1H,brs).

Provenance & Evidence