丙酮酸 → 2,2-Diethoxypropionic acid

温度

7.5 °C

To a stirred solution of pyruvic acid (14 mL, 0.2 mol) and triethylorthoformate (80 mL) at 10° C. was added concentrated sulfuric acid (1 mL). The resulting mixture was stirred at 5-10° C. for 1 h and then diluted with dichloromethane (200 mL). The organic solution was washed successively with water (3×80 mL) and saturated sodium chloride solution (80 mL) and then dried over anhydrous sodium sulfate. The mixture was filtered and then concentrated to give a quantitative yield of 2,2-diethoxypropionic acid as an oil. 1H NMR (CDCl3, 400 MHz): δ 1.30 (t, 6H), 1.61 (s, 3H), 3.57 (q, 4H), 8.62 (s, 1H). The acid form was quantitatively converted to its cesium salt (25) by dissolving the acid in water (25 mL) followed by treatment with an equimolar quantity of cesium carbonate, and then lyophilization. 1H NMR (D2O, 400 MHz): δ 0.98 (t, 6H), 1.28 (s, 3H), 3.22 (q, 2H), 3.47 (q, 2H).

1. washThe organic solution was washed successively with water (3×80 mL) and saturated sodium chloride solution (80 mL)
2. dry with materialdried over anhydrous sodium sulfate
3. filtrationThe mixture was filtered
4. concentrationconcentrated

ORD记录

ord-2e0068e926734109bd32641036c37977

来源数据集

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

专利号

US07423169B2