Methanol → HCID 20157038, compound

Participants

Reaction Steps

In methylene chloride (20 ml) was dissolved tetrahydropyranyl 4-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-3-bromobenzoate (1.4 g). To the solution were added triethylamine (6 ml) and 4-dimethylaminopyridine (15 mg), to which was added dropwise acetic anhydride (5 ml) under ice-cooling. The mixture was stirred for 30 minutes under ice-cooling, and there was added methanol (5 ml). The mixture was left standing for a while, and there was added chloroform (50 ml). The mixture was washed with a 5% aqueous solution of sodium hydrogen carbonate and then with water, followed by drying (sodium sulfate). The solvent was evaporated off and the residue was purified by means of a silica-gel column-chromatography to give 3 g of tetrahydropyranyl 4-[3-(3-acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoate as colorless oily substance.

Provenance & Evidence