反应详情

To a stirred solution of KOH (4.83 g, 75 mmol) in water (4.2 mL) and ethanol (15 mL) was added 2,2-bis(6-hydroxy-5,5-dimethyl-hexyl)-malonic acid diethyl ester (15 g). The reaction mixture was heated to reflux for 14 h, then concentrated in vacuo, and extracted with chloroform. The aqueous layer was acidified with HCl until pH 1 and extracted with diethyl ether (3×50 mL). The ethereal solution was dried over anhydrous MgSO4 and concentrated in vacuo to afford get 2,2-bis-(6-hydroxy-5,5-dimethyl-hexyl)-malonic acid (7.8 g, 82.3%) as a yellow solid. 1H NMR (300 MHz, CD3OD/TMS): δ (ppm) 4.86 (s, 4H), 3.22 (s, 4H), 1.9-1.8 (m, 4H), 1.36-1.10 (m, 12H), 0.84 (s, 12H). 13C NMR (75 MHz, CD3OD/TMS): δ (ppm) 176.0, 72.0, 58.7, 39.8, 36.0, 34.1, 26.5, 25.5, 24.5. Mp.: 178-180° C.

1. temperatureThe reaction mixture was heated
2. temperatureto reflux for 14 h
3. concentrationconcentrated in vacuo
4. extractionextracted with chloroform
5. extractionextracted with diethyl ether (3×50 mL)
6. dry with materialThe ethereal solution was dried over anhydrous MgSO4
7. concentrationconcentrated in vacuo
8. customto afford