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

HRID 2394221ノート

反応式

HRID 2394221 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-77c402322bbe4f1ebcc014086c213f2b
出典データセット
uspto-grants-1998_09
特許番号
US05811078

反応ノート

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