Dicyclohexylcarbodiimide → HCID 59534303, compound

Participants

Reaction Conditions

Reaction Steps

(R)-(+)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid (Mosher Acid) (936 mg, 3.9 mmol) and pentafluorophenol (1.10 g, 6.0 mmol) were stirred in anhydrous MeCN (6 mL) and cooled to 0° C. DCC (803 mg, 3.9 mmol) was added at one portion and the reaction mixture was stirred at 0° C. for 1 h and then allowed to warm to rt and stirred for additions 16 h. The suspension was filtered and washed with cold MeCN. The filtrated were evaporated and dried on high vacuum. The crude product was purified by column chromatography (20:1=PE: EtOAc) to yield 4 as a colourless oil (1.52 g, 97%; Campbell et al., J. Org. Chem., 1995, 60, 4602).

Provenance & Evidence