Tetrahydrofuran → HCID 19434459, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 145 mg of 80% NaH in anhydrous THF heated to 60° C. is added with 1 g of 2-butyl-4-chloro-5-hydroxymethyl-1-[(2-methoxycarbonyl-1,1'-biphenyl-4-yl)methyl]-1H-imidazole dissolved in 8 ml of THF. The resulting solution is stirred at 60° C. for 1 h, cooled to 25° C. and 0.7 g of methyl 2-bromo-methylthien-3-yl-carboxylate are added dissolved in THF. After 1 hour the mixture is filtered and the solvent is evaporated off under reduced pressure. The crude product is purified by F.C. (eluent ethyl acetate/hexane 4:6). 0.84 g of a glassy oil are obtained (62% yield). 1H NMR (CDCl3), δ: 0.88 (t, 3 H); 1.35 (m, 2 H); 1.67 (m, 2 H); 2.61 (t, 2 H); 3.64 (s, 3 H); 3.83 (s, 3 H); 4.53 (s, 2 H); 5.00 (s, 2 H); 5.24 (s, 2 H); 7.02-7.87 (m, 10 H).

Provenance & Evidence