Water → HCID 70790589, compound

Participants

Reaction Steps

A solution of 0.95 g of 21d in 10 ml of DMF was treated with 0.32 g of NBS. The reaction was stirred for 1 hr and then poured into water and extracted with ethyl acetate. The extract was washed with water, dried and concentrated and the product filtered through silica gel (using a gradient of heptane-ethylacetate as eluent), to provide 1.08 gr of 21e; LC-MS-ESI: [M+1] 603.13, 605.13. NMR (CDCl3) δ 8.57 and 6.70 (2×s, 2, Ar—H), 5.51 (d, 1, CHO), 4.20 (m, 2, CHO and ethyl ester), 1.25 (t, 3, ethyl ester), 4.32+3.80 (2×m, 2, CH2), 3.78 (3, 3, OCH3), 3.75 (and 3.50 (2×m, 2, CH2), 2.95 and 3.05 (2×m, 2, CH2), 2.65 and 2.70 (2×m, 2, CH2) 1.65-2.0 (bm, 4, 2×CH2) 1.62 and 1.64 (2×s, 6, dimethylketal) 1.57 (s, 9, tertC4H9)

Provenance & Evidence