Benzene → Methyl 1-{[(alpha-Chloroisobutoxy)carbonyl]aminomethyl}-1-Cyclohexane Acetate

Participants

Reaction Conditions

Reaction Steps

A mixture of (93) (1.0 g, 3.3 mmol), benzene (90 mL), and methanol (10 mL) was cooled to 0° C. Trimethylsilyldiazomethane was added slowly at 0° C. until the yellow color persisted. The mixture was stirred at 0° C. for 30 min until the reaction was complete (monitored by TLC). After removing the solvent under reduced pressure, chromatography of the resulting residue on silica gel, eluting with 10% ethyl acetate/hexane gave 760 mg (72%) of the title compound. MS (ESI) m/z 320.24 (M+H+).

Provenance & Evidence