反应详情

To a stirred solution of dimethyl 1, 4-cyclohexane-dicarboxylate (20 g, Aldrich) in methanol (50 ml) was added a solution of potassium hydroxide (7.3 g) in methanol (75 ml). The reaction mixture was refluxed for 16 hours. After cooling the solvent was removed on a rotary evaporator. The residue was taken up in ether and water and extracted to remove unreacted starting diester. The aqueous layer was acidified with dilute hydrochloric acid and re-extracted with ether. The ether extracts were washed with brine and dried. Evaporation in vacuo gave a solid. Purification was achieved by recrystallization from ethyl acetate to yield 4-methoxycarbonylcyclohexanecarboxylic acid (6.2 g), m.pt 90.9° C.

1. temperatureThe reaction mixture was refluxed for 16 hours
2. temperatureAfter cooling the solvent
3. customwas removed on a rotary evaporator
4. extractionwater and extracted
5. customto remove unreacted
6. extractionre-extracted with ether
7. washThe ether extracts were washed with brine
8. customdried
9. customEvaporation in vacuo
10. customgave a solid
11. customPurification
12. customwas achieved by recrystallization from ethyl acetate