反応 #1003074

反応方程式

tert-butyl piperidin-4-ylcarbamate

ethyl fluoroacetate

→

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

収率 53.1%

溶媒

trifluoroethanol

反応条件

後処理

1. 1
   温度under reflux for 8 hours
2. 2
   濃縮The reaction mixture was concentrated under reduced pressure, and 1 M hydrochloric acid
3. 3
   workup.ADDITIONwas added to the resulting residue
4. 4
   抽出Then, this was extracted with EtOAc
5. 5
   洗浄the organic layer was washed with aqueous saturated sodium hydrogencarbonate and brine
6. 6
   乾燥This was then dried over anhydrous magnesium sulfate
7. 7
   その他the solvent was removed under reduced pressure
8. 8
   その他The resulting residue was purified with silica gel column chromatography (eluent: chloroform to chloroform/methanol=30/1)

実験手順

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.

出典