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ChemicalBook CAS DataBase List Sodium pyruvate
113-24-6

Sodium pyruvate synthesis

10synthesis methods
The preparation of sodium pyruvate is as follows:Synthesis of pyruvate, a salt of a compound of formula (II) by ozonolysis of methacrylic acid, a compound of formula (II) A solution of methacrylic acid obtained in Example la or lb (15.31 g, 178 mmol) in dichloromethane/methanol (5 % methanol, 50 ml) was cooled to -78 0C and a stream of ozone was passed through until the solution turned blue. Dimethylsulfide (12.41 g, 200 mmol) was added and the mixture was allowed to reach room temperature. Excess dimethylsulfide was removed by passing a stream of nitrogen through the reaction mixture. The reaction mixture was evaporated in vacuo at 30 0C. To the residue was added water (100 ml) and then slowly added a solution of aq. NaOH (IM, 178 ml). The mixture was concentrated and left for crystallisation at 4 °C. The white crystalline material obtained was filtered and washed with acetone (3x100 ml). Yield: 14.50 g (92 %). Purity: 95 %.
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Yield:113-24-6 97%

Reaction Conditions:

with sodium formate in ethyl acetate;

Steps:

4 Example 4

Example 4 34 g (0.5 mol) of sodium formate were added at 40° C. over a period of 1 hour to a solution of 45.5 g (0.5 mol) of 98.7% pyruvic acid in 200 ml of ethyl acetate. The mixture was stirred for 3 hours at this temperature, cooled to 15° C. and then stirred for another hour. The sodium pyruvate was subsequently vacuum-filtered, washed with 2*100 ml of ethyl acetate and dried at 50° C. and 15 mbar. The yield of sodium pyruvate was 97% of the theoretical yield. C3H3O3Na: calculated: C 32.74%, H 2.75%, Na 20.89%; found: C 32.67%, H 2.64%; IR (KBr): 3443, 1628, 1179, 627; 1H-NMR (D2O, 300 MHz): δ=2.43 (s, 3H, CH3-CO), 1.62 (s, 3H, CH3-C(OH)2).

References:

US6232497,2001,B1

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