Chloroacetyl chloride → HCID 58124891, compound

Participants

Reaction Steps

To a solution of 365 mg of 20b and 160 ul of triethylamine in 1 ml of CH2Cl2 was added at 0° C. 90 ul of chloroacetylchloride in ½ ml of CH2Cl2. The reaction was stirred for 15 min, and then diluted with water and extracted with ethyl acetate. The extract was washed several times with water, and then dried and concentrated. The residue was treated with diethylether, to provide, after decantation of the supernatant and drying 390 mg of light grey solid 22a; Rf (heptane/ethyl acetate) 0.50 (Rf 20b: 0.60). NMR (CDCl3) δ 8.73 (bs, 1, NH), 7.42, 7.18, and 6.96 (3×m, 3, thienyl-H), 6.72 and 8.12 (2×s, 2, Ar—H), 4.62 and 3.88 (2×bm, 2, CH2), 4.08 (s, 2, CH2Cl), 3.87 (s, 3, OCH3), 3.90 and 3.50 (2×bm, 2, CH2), 2.90+3.10 (2×b.m, 2, CH2), 2.52 (b.m, 2, CH2), 1.60-2.0 (b.m, 4, 2×CH2), 1.57 (s, 9, tertC4H9).

Provenance & Evidence