Methyl 2-cyano-5-fluorobenzoate synthesis
- Product Name:Methyl 2-cyano-5-fluorobenzoate
- CAS Number:606080-43-7
- Molecular formula:C9H6FNO2
- Molecular Weight:179.15
Yield:606080-43-7 86%
Reaction Conditions:
with acetyl chloride at 0;
Steps:
21.a
Example 21a) Synthesis of 2-Cyano-5-fluoro-benzoic acid methyl ester (21 a).To a stirred suspension of 16,0 g (96,9 mmol) 2-Cyano-5-fluoro-benzoic acid (Apollo) and 161 ml methanol were added 30.4 g (387,6 mmol) acetyl chloride drop wisely at 00C. The reaction mixture was stirred over night, filtered and concentrated. The residue was diluted with dichloromethane, washed with diluted sodium hydrogen carbonate solution, dried with sodium sulphate and concentrated. The residue was purified by column chromatography (hexane : ethylacetate). The desired product 21a was obtained in 86.0 % yield (14,9 g; 83.3 mmol)MS-ESI: 180 (M+ +1 ,100),Elementary analysis:Calculated: C 60.34% H 3. 38% F 10.60% N 7.82%Determined: C 60.41% H 3, 39% F 10.58% N 7,79%
References:
WO2008/28688,2008,A2 Location in patent:Page/Page column 134
