4-Chloro-3-fluorocinnamic acid synthesis
- Product Name:4-Chloro-3-fluorocinnamic acid
- CAS Number:844694-47-9
- Molecular formula:C9H6ClFO2
- Molecular Weight:200.59
141-82-2
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Yield:844694-47-9 92.7%
Reaction Conditions:
with pyridine at 50 - 100; for 17 h;
Steps:
A
1002741 Step A: 4-Chloro-3-fluorobenzaldehyde (15.0 g, 94.6 mmol) was combined with malonic acid (10.8 g, 104 mmol) and pyridine (11.5 mE, 142 mmol). The mixture was heated to 50°C and agitated 1 hour. Then it was heated to 100°C and agitated 16 hours. Ice (100 g) and 6M HC1 (25 mE) were added, and the mixture was agitated one hour. Precipitation was filtered, washed with water and dried in vacuo to give (E)-3-(4-chloro-3- fluorophenyl)acrylic acid (17.6 g, 87.7 mmol, 92.7% yield) as a solid.
References:
WO2013/130976,2013,A1 Location in patent:Paragraph 00274