반응 #1003074

반응 방정식

tert-butyl piperidin-4-ylcarbamate

ethyl fluoroacetate

→

tert-butyl [1-(fluoroacetyl)piperidin-4-yl]carbamate

수율 53.1%

용매

trifluoroethanol

반응 조건

후처리

1. 1
   온도under reflux for 8 hours
2. 2
   농축The reaction mixture was concentrated under reduced pressure, and 1 M hydrochloric acid
3. 3
   workup.ADDITIONwas added to the resulting residue
4. 4
   추출Then, this was extracted with EtOAc
5. 5
   세척the organic layer was washed with aqueous saturated sodium hydrogencarbonate and brine
6. 6
   건조This was then dried over anhydrous magnesium sulfate
7. 7
   기타the solvent was removed under reduced pressure
8. 8
   기타The resulting residue was purified with silica gel column chromatography (eluent: chloroform to chloroform/methanol=30/1)

실험 절차

A solution of 500 mg of tert-butyl piperidin-4-ylcarbamate and 345 mg of ethyl fluoroacetate in 1 ml of trifluoroethanol was heated under reflux for 8 hours. The reaction mixture was concentrated under reduced pressure, and 1 M hydrochloric acid was added to the resulting residue. Then, this was extracted with EtOAc, and the organic layer was washed with aqueous saturated sodium hydrogencarbonate and brine. This was then dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The resulting residue was purified with silica gel column chromatography (eluent: chloroform to chloroform/methanol=30/1) to obtain 345 mg of tert-butyl [1-(fluoroacetyl)piperidin-4-yl]carbamate.

출처