1,2-Dichloroethane → HCID 66611752, compound

Participants

Reaction Steps

To a solution of 2-bromo-5-[(phenylmethyl)oxy]-4-{[(phenylmethyl)oxy]carbonyl}benzoic acid (may be prepared as by oxidation of phenylmethyl 5-bromo-4-formyl-2-[(phenylmethyl)oxy]benzoate—may be prepared as described in Description 24—with sulfamic acid in the presence of 2-methyl-1-butene; 436 mg, 0.99 mmol) in N,N-dimethylformamide (5 ml) was added diisopropylethylamine (0.35 ml, 1.98 mmol), piperidine (0.15 ml, 1.48 mmol), 1-hydroxy-7-azabenzotriazole (188 mg, 1.38 mmol) and EDC (379 mg, 1.98 mmol). The solution was stirred for 18 hours. Ethyl acetate (10 ml) and water (10 ml) were added. The organic layer was separated and washed further with water (2×10 ml), dried (MgSO4) and the solvent removed in vacuo. Purification by column chromatography (SiO2, 1:1 ethyl acetate/cyclohexane) gave the title compound as a white solid. 225 mg.

Provenance & Evidence