Trifluoroacetic acid → HCID 19363419, compound

Participants

Reaction Steps

2-[2-(4-Benzyloxyphenyl)ethyl]-3-hydroxy-5-methoxy-4pentyloxy-2,3-dihydroisoindol-1-one (142 mg, 0.30 mmol, 1.0 eq) was dissolved in dichloromethane (3 ml), and triethylsilane (0.095 ml, 0.60 mmol, 2.0 eq) was added. The mixture was stirred for 10 minutes at room temperature. Trifluoroacetic acid was added thereto, and the mixture was further stirred for 4 hours. A saturated aqueous sodium hydrogencarbonate solution (30 ml) was added to this reaction mixture. The mire was extracted twice with ethyl acetate (30 ml). The organic layers were combined, then washed with saturated brine (60 ml) and dried over anhydrous sodium sulfate. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure to give 2-[2-(4-benzyloxyphenyl)ethyl]-5-methoxy-4-pentyloxy-2,3-dihydroisoindol-1-one (136 mg, 99.8%) as a colorless oil.

Provenance & Evidence