反应详情

Sodium hydride (0.48 g) was added to 4-acetonylbenzoic acid (3.56 g) in acetonitrile and the solution refluxed for 1/2 hour. Chloromethyl pivalate (3.02 g) was then added and the mixture refluxed for 22 hours. Acetonitrile was removed, the residue partitioned between ether and water and the organic layer separated and washed with sodium bicarbonate solution (×2). The ether layer was dried (MgSO4) and evaporated to give the title compound which was crystallised and recrystallised from hexane. τ(CDCl3) 8.77 (9H, s), 7.82 (3H, s), 6.25 (2H, s), 4.02 (2H, s), 2.73 (2H, d, J=9 Hz), 1.96 (2H, d, J=9 Hz).

1. temperaturethe solution refluxed for 1/2 hour
2. temperaturethe mixture refluxed for 22 hours
3. customAcetonitrile was removed
4. customthe residue partitioned between ether and water
5. customthe organic layer separated
6. washwashed with sodium bicarbonate solution (×2)
7. dry with materialThe ether layer was dried (MgSO4)
8. customevaporated