Benzene → N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-2-nitrobenzamide hydrochloride

HRID 437640노트

반응식

HRID 437640 반응식
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=1[C:6]([N:8]1[CH2:10][CH2:9]1)=[O:7])([O-:3])=[O:2].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2([OH:28])[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:18][CH:17]=1.C1C=CC=CC=1>CO>[ClH:15].[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2([OH:28])[CH2:23][CH2:24][N:25]([CH2:9][CH2:10][NH:8][C:6](=[O:7])[C:5]3[CH:11]=[CH:12][CH:13]=[CH:14][C:4]=3[N+:1]([O-:3])=[O:2])[CH2:26][CH2:27]2)=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 241BenzeneHCID 382824-(4-Chlorophenyl)-4-hydroxypiperidineHCID 214289511-(2-Nitrobenzoyl)aziridine

생성물 1

HCID 21428974N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-2-nitrobenzamide hydrochloride

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 7.6 parts of 1-(2-nitrobenzoyl)aziridine, 8.46 parts of 4-(4-chlorophenyl)-4-piperidinol, 43.2 parts of benzene and 6.4 parts of methanol is stirred and refluxed for 1.50 hours. The reaction mixture is cooled and the product is extracted with trichloromethane. The extract is washed three times with water, dried, filtered and evaporated. The residue is converted into the hydrochloride salt in 2-propanone. The salt is filtered off and crystallized from a mixture of ethanol and 2,2'-oxybispropane. The product is filtered off and dried, yielding 6parts of N-{2-[4-(4-chlorophenyl)-4- hydroxy-1-piperidinyl]ethyl}-2-nitrobenzamide hydrochloride; mp. 174.1° C.

후처리

  1. temperaturerefluxed for 1.50 hours
  2. temperatureThe reaction mixture is cooled
  3. extractionthe product is extracted with trichloromethane
  4. washThe extract is washed three times with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. filtrationThe salt is filtered off
  9. customcrystallized from a mixture of ethanol and 2,2'-oxybispropane
  10. filtrationThe product is filtered off
  11. customdried

출처 및 근거

ORD 기록
ord-3e25ca36265c40bf95d834fea3b58e91
출처 데이터셋
uspto-grants-1977_06
특허 번호
US04031226

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