N-bromobutanimide → HCID 11157507, compound

Participants

Reaction Steps

A solution of 0.100 g (0.20 mmol) of 14 and 0.0354 g (0.20 mmol) of NBS in 2 mL of DMF under argon was stirred at 50° C. for 2 day. The solution was diluted with 30 mL of water, extracted three times with diethyl ether (30 mL each), and the combined extracts were washed with brine, dried (MgSO4), concentrated, and column chromatographed on silica gel using a mixture of hexane and diethyl ether (100:1) as eluent to give 31.4 mg (27% yield) of 4 and 62.9 mg (54% yield) of 15. Compound 15: 1H NMR (CDCl3) δ 6.54 (s, 1H, Ar, C6-H), 1.03 (s, 18H, t-Bu), 0.97 (s, 9H, t-Bu), 0.23 (s, 12H, Me), 0.17 (s, 6H, Me).

Provenance & Evidence