Ethyl 3-(trifluoromethyl)non-2-enoate → HCID 54107361, compound

13.78 g of ethyl 3-trifluoromethyl-2-nonenoate was dissolved in 138 ml of methanol, and 1.38 g of 5%-palladium/activated carbon was added thereto, followed by stirring for 4 hours at room temperature and normal pressure in a hydrogen atmosphere in a catalytic hydrogenation apparatus. After the reaction, the 5%-palladium/activated carbon was filtered out, and the remaining methanol solution was mixed with 24 ml, of water and 20 g of potassium hydroxide, followed by 2 hours of heat refluxing, distilling-off of methanol under a reduced pressure, acidification with addition of 6N-hydrochloric acid, and extraction with methylene chloride. The resultant methylene chloride solution was dried on sodium sulfate, followed by distilling-off of the solvent and purification by distillation (b.p.: 118.5-119.7° C./20 mmHg), whereby 13.78 g of 3-trifluoromethylnonenoic acid was obtained. (Yield: 51.5%).

1. customAfter the reaction
2. filtrationthe 5%-palladium/activated carbon was filtered out
3. additionthe remaining methanol solution was mixed with 24 ml, of water and 20 g of potassium hydroxide
4. waitfollowed by 2 hours
5. temperatureof heat
6. temperaturerefluxing, distilling-off of methanol under a reduced pressure, acidification with addition of 6N-hydrochloric acid, and extraction with methylene chloride
7. dry with materialThe resultant methylene chloride solution was dried on sodium sulfate
8. distillationfollowed by distilling-off of the solvent and purification by distillation (b.p.: 118.5-119.7° C./20 mmHg)

ORD record

ord-c0211d1413ea4ed4a582f37ae66da782

Source dataset

uspto-grants-1990_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04917817