![](/CAS/20140525/GIF/CB22687001.gif)
1-Methanesulfonylcyclopropane-1-carboxylic acid synthesis
- Product Name:1-Methanesulfonylcyclopropane-1-carboxylic acid
- CAS Number:1249197-58-7
- Molecular formula:C5H8O4S
- Molecular Weight:164.18
![ethyl 1-(methylsulfonyl)cyclopropanecarboxylate](/CAS/GIF/1257236-76-2.gif)
1257236-76-2
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![1-Methanesulfonylcyclopropane-1-carboxylic acid](/CAS/20140525/GIF/CB22687001.gif)
1249197-58-7
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Yield:1249197-58-7 91%
Reaction Conditions:
Stage #1: 1-methanesulfonyl-cyclopropanecarboxylic acid ethyl esterwith methanol;sodium methylate at 0 - 20;
Stage #2:
Steps:
172.172-B
To a solution of ethyl 1-(methylsulfonyl)cyclopropanecarboxylate (0.95 g, 4.94 mmol) obtained in Example 172-A) in methanol (5 mL) was added a solution (28%, 0.60 mL, 5.44 mmol) of sodium methoxide in methanol at 0°C, and the mixture was stirred at room temperature for 30 min. A solution (28%, 1.2 mL, 10.88 mmol) of sodium methoxide in methanol was added, and the mixture was stirred for 2.5 hr. The mixture was neutralized with Dowex 50W-X8 (H+ form), the resin was filtered off, and washed with methanol. The filtrate was concentrated under reduced pressure to give the title compound (0.74 g) as a colorless solid (yield 91%). 1H NMR (300 MHz, CDCl3) δ 1.72-1.79 (2H, m), 1.85-1.94 (2H, m), 3.21 (3H, s). * The peak of "COOH group" was not observed.
References:
EP2530078,2012,A1 Location in patent:Page/Page column 144