Diethyl Oxalate → Ethanedioic acid, 1-ethyl ester, potassium salt (1:1)
Reaction equation
[C:1]([O:8]CC)(=[O:7])[C:2]([O:4][CH2:5][CH3:6])=[O:3].C[Si](C)(C)[O-].[K+:16]>CCOCC>[C:2]([O:4][CH2:5][CH3:6])(=[O:3])[C:1]([O-:8])=[O:7].[K+:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The procedure of Example 1 was followed using diethyl oxalate (3.0 mL, 22 mmol), potassium trimethylsilanolate (3.85 g, 22 mmol), dry ether (70 mL), an ice bath to maintain room temperature initially, and a 1.5 h reaction time. Potassium ethyl oxalate (2.72 g, 79% yield) was isolated as a white solid: 1H NMR (D2O) δ 1.3 (t, J=7.2 Hz, CH3, 3H), 4.2 ppm (q, J=7.2 Hz, CH2, 2H). Anal. Calcd. for C4H5KO4 : C, 30.76; H, 3.23; K, 25.04. Found: C, 30.39; H, 3.29; K, 25.30.
Workup
- customa 1.5 h reaction time
Sources & evidence
- ORD record
- ord-47f7fab3590a4b288fe5c9f9e0c471c5
- Source dataset
- uspto-grants-1988_02
- Patent number
- US04723016
Reaction notes
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