Acetone → 6-(Trifluoroacetamido)hexanoic Acid

Participants

Reaction Steps

Next, after dissolving Methyl 6-trifluoroacetamidohexanoate (3.7 g, 15.4 mmol) in 10 mM of a borate buffer pH8.0 (3000 ml), a porcine liver derived carboxylesterase (2160U, 1.2 ml) was added, and a reaction performed at 30° C. After 72 hours had passed since the start of the reaction, after boiling for 10 minutes at 100° C. and stopping the reaction, the reaction solution was concentrated and applied to a silica gel column chromatography (2.0×30 cm) equilibrated (10 ml/min) with chloroform:acetone=8:2. After fractionating into 20 ml per tube, the product was confirmed using a phosphomolybdic acid color reaction using TLC (development solution chloroform:acetone=8:2). After concentrating a fraction which is No. 5-15 (100-300 ml) including the desired product, the product was freeze dried and 6-Trifluoroacetamidohexanoic acid was obtained (weight: 3.1 g yield: 89%).

Provenance & Evidence