Sodium Carbonate → HCID 59853021, compound

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl 4-(2-(trimethylsilyl)ethynyl)cyclohex-3-enylcarbamate (112 mg, 0.38 mmol) in THF was cooled to −15° C., treated with 1.0 M tetrabutylammonium fluoride in THF (Aldrich, 440 μL, 0.44 mmol) and the mixture stirred at −15° C. for 40 min. The mixture was treated with 5% Na2CO3 (25 mL) and extracted with ether. The ether extract was washed with 5% Na2CO3 and brine, dried (MgSO4) and concentrated in vacuo to give the title compound (83 mg, 99%) as a brown oil. 1H NMR (DMSO-d6) δ 6.09 (s, 1H), 4.51 (s, 1H), 3.77 (s, 1H), 2.82 (s, 1H), 2.47 (d, 1H, J=18.3 Hz), 2.35-2.16 (m, 2H), 2.04-1.79 (m, 2H), 1.72-1.51 (m, 1H), 1.43 (s, 9H).

Provenance & Evidence