Acetic Acid → Dimethyl (7-methoxy-2-oxoheptyl)phosphonate

Participants

Reaction Conditions

Reaction Steps

A solution of dimethyl methylphosphonate (8.88 g) in THF (60 ml) was cooled to -60° C. , to which n-butylithium (1.55-M, 46.2 ml) was added dropwise. After addition, the solution was stirred at -60° C. for 30 minutes. A solution of methyl 6-methoxy-caproate (5.65 g) in THF (50 ml) was added dropwise to the resulting solution and held at -60° C. overnight, and at room temperature for 2 hours. After the reaction solution was cooled to 0° C., the reaction was neutralized by addition of acetic acid (4 ml). The crude product obtained after the usual work-up was chromatographed (dichloromethane/methanol (5%)).

Provenance & Evidence