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2,2-Dimethyl-3-oxo-propionic acid ethyl ester synthesis
- Product Name:2,2-Dimethyl-3-oxo-propionic acid ethyl ester
- CAS Number:14002-65-4
- Molecular formula:C7H12O3
- Molecular Weight:144.17
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Yield:14002-65-4 200 mg
Reaction Conditions:
Stage #1: 3-hydroxy-2,2-dimethyl-propionic acid ethyl esterwith oxalyl dichloride in dichloromethane;dimethyl sulfoxide at -78; for 2 h;
Stage #2: with triethylamine in dichloromethane;dimethyl sulfoxide at -78 - 20; for 1.5 h;
Steps:
1.II Synthesis of ethyl 2,2-dimethyl-3-oxopropionate
Oxalyl chloride (522 mg, 4.1 mmol) was dissolved in dichloromethane (5 mL), and the system was cooled to -78° C. Dimethyl sulfoxide (640 mg, 8.2 mmol) was dropwise added thereto.
And after the addition, the system was reacted for 30 min at the temperature.
Then, a dichloromethane (5 mL) solution of compound 1-2 (500 mg, 3.4 mmol) was dropwise added.
And after the addition, the system was reacted for 2 h at -78° C. Further, triethylamine (1.03 g, 10.2 mmol) was added dropwise.
And after the addition, the system was reacted for 1 h at -78° C. and then a further 30 min at room temperature.
The reaction was quenched by adding water (30 mL) and extracted with dichloromethane (20 mL*2).
The organic phase was washed with saturated brine (30 mL*2) and dried over anhydrous sodium sulfate, and the drying agent was removed by filtration.
Solvents were removed by evaporation under reduced pressure, and purification with a column chromatography (THF:PE=1:15) was performed to give 200 mg of the title compound. ESI-MS (M/z) 145.1 [M+H]+.
References:
US2020/361911,2020,A1 Location in patent:Paragraph 0226; 0228
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