반응 #1994220

반응 방정식

calcium hydroxide

2,4-dimethylbenzoic acid

sulfuric acid

ethanol

→

1

수율 95.0%

Ethyl 2,4-Dimethylbenzoate

수율 95.0%

반응 조건

후처리

1. 1
   온도The mixture was refluxed over night
2. 2
   온도cooled down
3. 3
   여과The suspension was filtered over celite and
4. 4
   농축concentrated in vacuo
5. 5
   workup.DISTILLATIONThe crude product was purified by vacuum distillation

실험 절차

To a solution of commercially available 2,4-dimethylbenzoic acid (67.8 g, 451 mmol) in 1000 mL of ethanol was added 10 mL of sulfuric acid. The mixture was refluxed over night, cooled down and was neutralized by adding calcium hydroxide in small portions (˜30 g). The suspension was filtered over celite and concentrated in vacuo. The crude product was purified by vacuum distillation yielding 76.4 g (95%) of 1 as a colorless oil: 1H-NMR (400 MHz, CDCl3): δ 1.38 (t, J=7.3 Hz, 3H), 2.34 (s, 3H), 2.57 (s, 3H), 4.33 (q, J=7.2 Hz, 2H), 7.01-7.06 (m, 2H), 7.82 (d, J=8.5 Hz, 1H); 13C-NMR (100 MHz, CDCl3): δ 14.3, 21.3, 21.7, 60.4, 126.3, 126.9, 130.7, 132.4, 140.1, 142.3, 167.6; MS (ESI) m/z=133.0 (100), 132.0 (57), 178.1 (M+, 51).

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