Potassium Carbonate → 1'-[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]-1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine dihydrochloride monohydrate

HRID 1156770ノート

反応式

HRID 1156770 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH2:9][CH2:8][C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]1=2.[O:20]=[C:21]1[C:29]2([CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[N:24]2[CH2:25][CH2:26][CH2:27][CH2:28][CH:23]2[NH:22]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[OH2:20].[ClH:1].[ClH:1].[CH:16]1[C:7]2[CH2:8][CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]([CH2:4][CH2:3][CH2:2][N:32]3[CH2:31][CH2:30][C:29]4([N:24]5[CH2:25][CH2:26][CH2:27][CH2:28][CH:23]5[NH:22][C:21]4=[O:20])[CH2:34][CH2:33]3)[C:6]=2[CH:19]=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 2867795-(3-Chloropropyl)-10,11-dihydro-5H-dibenz[b,f]azepineHCID 130027121,2,3,5,6,7,8,8a-Octahydro-2-oxoimidazo[1,2-a]pyridine-3-spiro-4'-piperidine

生成物 1

HCID 128312411'-[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]-1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine dihydrochloride monohydrate収率 70%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 23 g of 5-(3-chloropropyl)-10,11-dihydro-5H-dibenz[b,f]azepine, 15 g of 1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine and 10 g of anhydrous potassium carbonate in 100 ml of ethanol is boiled under reflux for 48 hours. The ethanol is then distilled off under reduced pressure. The residue is added to 80 ml of toluene, and the insoluble matter is filtered off. The filtrate is washed with two 50 ml portions of water, and alcoholic hydrochloric acid is added. The precipitated crystals are collected by filtration and recrystallized from methanol to give 1'-[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]-1,2,3,5,6,7,8,8a-octahydro-2-oxo-imidazo[1,2-a]pyridine-3-spiro-4'-piperidine dihydrochloride monohydrate as white crystals, m.p. 258° C., 70% yield.

後処理

  1. temperatureunder reflux for 48 hours
  2. distillationThe ethanol is then distilled off under reduced pressure
  3. additionThe residue is added to 80 ml of toluene
  4. filtrationthe insoluble matter is filtered off
  5. washThe filtrate is washed with two 50 ml portions of water, and alcoholic hydrochloric acid
  6. additionis added
  7. filtrationThe precipitated crystals are collected by filtration
  8. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-0e82f1d9323948d2a4f1612cf807e026
出典データセット
uspto-grants-1982_06
特許番号
US04337260

反応ノート

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