N-(4-Chlorophenyl)-1-isopropylpiperidin-4-amine → {4-[2-{(4-Chlorophenyl)[1-(1-methylethyl)-4-piperidinyl]amino}-2-oxoethyl]phenyl} ethyl carbonate

HRID 26772

반응식

HRID 26772 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([CH:15]([CH3:17])[CH3:16])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[C:18](=[O:33])([O:30][CH2:31][CH3:32])[O:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][C:27](Cl)=[O:28])=[CH:22][CH:21]=1>CC(C)CC(=O)C>[C:18](=[O:33])([O:30][CH2:31][CH3:32])[O:19][C:20]1[CH:21]=[CH:22][C:23]([CH2:26][C:27]([N:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:9]2[CH2:14][CH2:13][N:12]([CH:15]([CH3:17])[CH3:16])[CH2:11][CH2:10]2)=[O:28])=[CH:24][CH:25]=1

참가 물질

4

반응물 2

HCID 3017394N-(4-Chlorophenyl)-1-isopropylpiperidin-4-amineHCID 203340744-(2-Chloro-2-oxoethyl)phenyl ethyl carbonate

생성물 1

HCID 54328184{4-[2-{(4-Chlorophenyl)[1-(1-methylethyl)-4-piperidinyl]amino}-2-oxoethyl]phenyl} ethyl carbonate

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

To a stirred mixture of 7.5 parts of N-(4-chlorophenyl)-1-(1-methylethyl)-4-piperidinamine and 80 parts of 4-methyl-2-pentanone are added dropwise 9 parts of [4-(2-chloro-2-oxoethyl)-phenyl] ethyl carbonate. Upon completion, the whole is heated to reflux and stirring is continued for one hour at reflux temperature. After cooling, the precipitated product is filtered off and stirred for 30 minutes in a mixture of alkaline water and trichloromethane. The layers are separated. The organic phase is dried, filtered and evaporated. The oily residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10 by volume) as eluent. The pure fractions are collected and the eluent is evaporated yielding 5.5 parts of {4-[2-{(4-chlorophenyl)-[1-(1-methylethyl)-4-piperidinyl]amino }-2-oxoethyl]phenyl} ethyl carbonate as an oily residue.

후처리

  1. temperatureUpon completion, the whole is heated
  2. temperatureto reflux
  3. temperatureat reflux temperature
  4. temperatureAfter cooling
  5. filtrationthe precipitated product is filtered off
  6. stirringstirred for 30 minutes in a mixture of alkaline water and trichloromethane
  7. customThe layers are separated
  8. customThe organic phase is dried
  9. filtrationfiltered
  10. customevaporated
  11. customThe oily residue is purified by column-chromatography over silica gel using
  12. additiona mixture of trichloromethane and methanol (90:10 by volume) as eluent
  13. customThe pure fractions are collected
  14. customthe eluent is evaporated

출처 및 근거

ORD 기록
ord-7acd55a6920842008723b3c2389cad6e
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04151286

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