3-(2,5-DIFLUOROPHENYL)PROPIONIC ACID synthesis
- Product Name:3-(2,5-DIFLUOROPHENYL)PROPIONIC ACID
- CAS Number:130408-15-0
- Molecular formula:C9H8F2O2
- Molecular Weight:186.16
112898-33-6
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130408-15-0
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Yield:-
Reaction Conditions:
with hydrogen;palladium 10% on activated carbon in ethanol for 3 h;
Steps:
48.a
Example 48 a) 4, 7-Difluoro-1-indanone 2, 5-Difluorocinnamic acid (5.0 g, 27.2 mmol) was dissolved in 25 ml of ethanol and a catalytic amount of 10% Pd on carbon was added. The reaction mixture was hydrogenated at normal pressure for a period of 3 hrs. Filtration through celite and evaporation of the solvent afforded crude 3- (2, 5-difluorophenyl)-propionic acid. This acid was dissolved in 75 ml of toluene and 5 ml of thionyl chloride was added. The reaction mixture was heated at +110 °C for a period of 2 hrs. Evaporation of the solvent afforded crude 3- (2, 5-difluorophenyl)-propionyl chloride, which was dissolved in 25 mi of carbon disulfide and added drop wise to a suspension of 4 g of aluminium chloride in 100 ml of carbon disulfide. The reaction mixture was refluxed for 2 hrs and gave after work up and re-crystallization from ethanol 975 mg (22%) of 4, 7-difluoro-1- indanone.
References:
MEDIVIR AB WO2005/66131, 2005, A1 Location in patent:Page/Page column 99-100