Reaction #160675

Reaction equation

(1RS,3RS,4RS)-3-(3,4-dimethoxyphenyl)-4-nitrocydohexanol

compound D2

(1RS,3RS,4RS)-3-(3,4-dimethoxyphenyl)-4-nitrocydohexanol

acetic anhydride

→

title compound

Acetic acid (1RS,3RS,4RS)-3-(3,4-dimethoxyphenyl)-4-nitrocyclohexyl ester

Conditions

Workup

1. 1
   OtherAfter removal of the solvent
2. 2
   Otherthe residue is chromatographed on silica gel using
3. 3
   workup.ADDITIONa mixture of petroleum ether/ethyl acetate in the ratio 2/1

Procedure

10.18 g of (1RS,3RS,4RS)-3-(3,4-dimethoxyphenyl)-4-nitrocydohexanol (compound D2) are dissolved in 100 ml of acetic anhydride and the solution is heated to 100° C. for 1-2 h. After removal of the solvent, the residue is chromatographed on silica gel using a mixture of petroleum ether/ethyl acetate in the ratio 2/1. Concentration of the corresponding eluate fractions furnish 10.37 g (89% of theory) of the title compound as an oil.

Source