Itaconic acid monomethyl ester synthesis
- Product Name:Itaconic acid monomethyl ester
- CAS Number:7338-27-4
- Molecular formula:C6H8O4
- Molecular Weight:144.13
Yield:7338-27-4 99%
Reaction Conditions:
toluene-4-sulfonamide at 40; for 48 h;
Steps:
24.X.a
a. 4-Methoxy-2-methylene-4-oxobutanoic acid To a solution of 2-methylenesuccinic acid (5.0 g, 38.4 mmol) in MeOH (200 mL) was added p-toluenesulfonamide (100 mg). The mixture was stirred at 40° C. for 2 days. The mixture was concentrated to dryness. To the residue was added DCM (200 mL). The precipitate was removed by filtration and the filtrate was concentrated to dryness to give the product as a white solid (5.5 g, 99% yield). ESI MS: m/z 145.1 [M+H]+. 1H NMR (400 MHz, CDCl3): δ 11.17 (bs, 1H), 6.48 (s, 1H), 5.85 (s, 1H), 3.71 (s, 3H), 3.36 (s, 2H).
References:
Sunovion Pharmaceuticals Inc. US2012/178748, 2012, A1 Location in patent:Page/Page column 53
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