methyl 4,5-dimethyl-2-furoate synthesis
- Product Name:methyl 4,5-dimethyl-2-furoate
- CAS Number:61834-24-0
- Molecular formula:C8H10O3
- Molecular Weight:154.16
67-56-1
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Yield:61834-24-0 97%
Reaction Conditions:
Stage #1: 4,5-dimethyl-furan-2-carboxylic acidwith oxalyl dichloride in dichloromethane;N,N-dimethyl-formamide at 0 - 20; for 3 h;
Stage #2: methanol at 20; for 1 h;
Steps:
63.1 [Step 1]Methyl 4, 5-dimethylfuran-2-carboxylate
To a solution of 4 , 5-dimethyl-2-furancarboxylic acid (5.01 g, 36.0 mmol) in dichloromethane (30 mL) , N,N- dimethylformamide (0.0200 mL, 0.260 mmol) was added, the mixture was cooled to 0°C, and oxalyl chloride (6.10 mL, 71.0 mmol) was then added dropwise thereto. After the dropwise addition, the reaction solution was heated to room temperature and stirred for 3 hours. The reaction solution was concentrated under reduced pressure.Methanol (50 mL) was added to the obtained residue at room temperature, and the mixture was stirred for 1 hour. The reaction solution was concentrated under reduced pressure, and water was added to the obtained residue followed by extraction with ethyl acetate. The organic layer was concentrated under reduced pressure to obtain the title compound (5.41 g, 35.0 mmol, 97%) as a yellow oil .MS (ESI): m/z 155 [M+H]+.
References:
WO2017/91513,2017,A1 Location in patent:Page/Page column 158; 159
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