4-(Pentafluorosulfur)cinnamic acid synthesis
- Product Name:4-(Pentafluorosulfur)cinnamic acid
- CAS Number:1240261-80-6
- Molecular formula:C9H7F5O2S
- Molecular Weight:274.2077
401892-84-0
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$21.21/250mgs:
1240261-80-6
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$456.67/5MG
Yield:1240261-80-6 90%
Reaction Conditions:
Stage #1: 4-(pentafluoro- λ6-sulfanyl)benzaldehydewith piperidine;malonic acid in pyridine; for 4 h;Heating / reflux;
Stage #2: with hydrogenchloride in pyridine;water at 0;Cooling with ice;
Steps:
1.iv
A mixture of 5.40 g (23.3 mmol) 4-pentafluorosulfanyl-benzaldehyde, 2.42 g (23.3 mmol) malonic acid, 0.20 g (2.3 mmol) piperidine and 10.0 ml pyridine was kept at reflux temperature until carbon dioxide development ceased (4 h). The reaction mixture was poured into a solution of 100 ml ice and 60 ml 6N HCl. The precipitate was isolated, washed with water, then with n-heptane and dried in vacuum at 40° C. Yield: 5.73 g (90%) 3-(4-pentafluorosulfanyl-phenyl)-acrylic acid. MS: M=273.2 (ESI-) 1H-NMR(400 MHz, D6-DMSO): δ=6.69(d, J=15.8 Hz, 1H, 2-H), 7.65(d, J=15.8 Hz, 1H, 3-H), 7.92(s, 4H, Ar-SF5), 12.7(br, 1H, COOH). 19F-NMR(376 MHz, D6-DMSO): δ=63.5(d, 4F), 86.3(quintet, 1F).
References:
US2005/197370,2005,A1 Location in patent:Page/Page column 13-14
141-82-2
738 suppliers
$5.00/25g
401892-84-0
26 suppliers
$21.21/250mgs:
1240261-80-6
5 suppliers
$456.67/5MG