Potassium Iodide → 4-(p-bromophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenylpiperidine-1-butyramide hydrate

HRID 2394221노트

반응식

HRID 2394221 반응식
[CH3:1][N+:2]([CH3:20])=[C:3]1[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4]1.Cl.[Br:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2([OH:35])[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)=[CH:25][CH:24]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>O.CC(C)CC(=O)C>[OH2:4].[Br:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2([OH:35])[CH2:30][CH2:31][N:32]([CH2:5][CH2:6][C:7]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:3]([N:2]([CH3:20])[CH3:1])=[O:4])[CH2:33][CH2:34]2)=[CH:25][CH:24]=1

참가 물질

7

반응물 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 2723590Dimethyl (tetrahydro-3,3-diphenyl-2-furylidene) ammoniumHCID 189723064-(4-Bromophenyl)piperidin-4-ol hydrochloride

생성물 1

HCID 189723074-(p-bromophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenylpiperidine-1-butyramide hydrate

시약·촉매·용매 2

HCID 962Water용매2회HCID 7909Methyl Isobutyl Ketone용매

실험 절차

A mixture of 12.1 parts of dimethyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium 10 bromide, 8.8 parts of 4-(p-bromophenyl)-4-piperidinol hydrochloride, 10.6 parts of sodium carbonate, 0.5 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is stirred and refluxed for 14 hours with water separator. The reaction mixture is cooled and water (200 parts) is added. The organic layer is separated, washed with diluted sodium hydroxide solution, dried, filtered, and while stirring the filtrate, the product is crystallized. It is filtered off and recrystallized from 80 parts of 4-methyl-2-pentanone (activated charcoal), yielding 4-(p-bromophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenylpiperidine-1-butyramide hydrate; m.p. 123.7° C.

후처리

  1. temperatureThe reaction mixture is cooled
  2. customThe organic layer is separated
  3. washwashed with diluted sodium hydroxide solution
  4. customdried
  5. filtrationfiltered
  6. stirringwhile stirring the filtrate
  7. customthe product is crystallized
  8. filtrationIt is filtered off
  9. customrecrystallized from 80 parts of 4-methyl-2-pentanone (activated charcoal)

출처 및 근거

ORD 기록
ord-77c402322bbe4f1ebcc014086c213f2b
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05811078

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