Hydrochloric Acid → HCID 53990204, compound

Temperature

55 °C

0.1 ml of carbon tetrachloride was added to a mixture of 20.35 g of magnesium(turnings) and 148 ml of ethanol and then heated at 55° C. A mixed solution of 197 ml of ethanol, 700 ml of diethyl ether and 168 g of diethyl malonate was added to the reaction mixture over 1 hour. Two hours later the reaction solution was cooled to -5° C. and 112 g of 4,4,4-trifluorobutyryl chloride was added to the solution under an atmosphere of nitrogen, then the resultant reaction mixture was left at an ambient temperature for 1 hour. Then the mixture was allowed to react further 12 hours. After completion of the reaction, the reaction solution was poured into a 5% hydrochloric acid solution and extracted three times with diethyl ether. The ether layers were combined and washed twice with brine and dried over anhydrous magnesium sulfate. The filtered ether solution was evaporated under reduced pressure. The obtained residue was distilled under reduced pressure to yield 179 g of the desired 4,4,4-trifluorobutyrylmalonic acid diethyl ester in a yield of 90%. (b.p. 125°-134° C., 15 mmHg)

1. temperatureTwo hours later the reaction solution was cooled to -5° C.
2. customthe resultant reaction mixture
3. customto react further 12 hours
4. customAfter completion of the reaction
5. extractionextracted three times with diethyl ether
6. washwashed twice with brine
7. dry with materialdried over anhydrous magnesium sulfate
8. customThe filtered ether solution was evaporated under reduced pressure
9. distillationThe obtained residue was distilled under reduced pressure

ORD record

ord-6ab1c593000940518522e4a6fbc6f514

Source dataset

uspto-grants-1997_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05672779