1-Hydroxybenzotriazole → HCID 59331446, compound

Participants

Reaction Steps

To a solution of N-methoxymethanamine hydrochloride (1.22 g) in acetonitrile (40 mL) was added triethylamine (4.35 mL) for neutralization, and 2-[4-(methylsulfonyl)phenyl]-3-(tetrahydrofuran-3-yl)propanoic acid (3.12 g), N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (2.40 g) and 1-hydroxybenzotriazole (191 mg) were added under ice-cooling. The reaction mixture was stirred overnight at room temperature, diluted with ethyl acetate, and washed with water and saturated aqueous sodium hydrogen carbonate. The ethyl acetate layer was dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and the title compound (2.96 g, yield 83%) was obtained as a colorless amorphous solid from a fraction eluted with ethyl acetate-hexane (9:1, volume ratio).

Provenance & Evidence