Chloroform → Ethyl 4-[2-(3-methylphenyl)-2-oxoethyl]-1-piperidinecarboxylate

HRID 126863노트

반응식

HRID 126863 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([C:8](=[O:23])[CH2:9][CH:10]2[CH2:15][CH2:14][N:13](CC3C=CC=CC=3)[CH2:12][CH2:11]2)[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].ClC(Cl)Cl.Cl[C:35]([O:37][CH2:38][CH3:39])=[O:36]>O>[CH3:1][C:2]1[CH:3]=[C:4]([C:8](=[O:23])[CH2:9][CH:10]2[CH2:11][CH2:12][N:13]([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:14][CH2:15]2)[CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 6212ChloroformHCID 10340Sodium CarbonateHCID 10928Ethyl chloroformateHCID 202880471-(3-Methylphenyl)-2-[1-(phenylmethyl)-4-piperidinyl]ethanone

생성물 1

HCID 20288050Ethyl 4-[2-(3-methylphenyl)-2-oxoethyl]-1-piperidinecarboxylate수율 91%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a stirred mixture of 20.9 parts of 1-(3-methylphenyl)-2-[1-(phenylmethyl)-4-piperidinyl]ethanone, 0.75 parts of sodium carbonate and 150 parts of trichloromethane are added dropwise 8.1 parts of ethyl chloroformate. Upon completion, stirring is continued overnight at room temperature. Water is added to the reaction mixture and the layers are separated. The aqueous phase is extracted with trichloromethane. The combined organic phases are washed with water, dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated, yielding 18 parts (91%) of ethyl 4-[2-(3-methylphenyl)-2-oxoethyl]-1-piperidinecarboxylate as an oily residue.

후처리

  1. customthe layers are separated
  2. extractionThe aqueous phase is extracted with trichloromethane
  3. washThe combined organic phases are washed with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is purified by column-chromatography over silica gel using
  8. additiona mixture of trichloromethane and methanol (95:5 by volume) as eluent
  9. customThe pure fractions are collected
  10. customthe eluent is evaporated

출처 및 근거

ORD 기록
ord-e00cb53976ae4c9ea04bb7d19aeff99b
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254127

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