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Potassium Iodide → 4'-Fluoro-4-[4-[alpha-hydroxy-alpha-(p-chlorophenyl)benzyl]piperidino]butyrophenone hydrochloride

HRID 1579330
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HRID 1579330 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[OH:9])=[CH:4][CH:3]=1.Cl[CH2:23][CH2:24][CH2:25][C:26]([C:28]1[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=1)=[O:27].C(=O)(O)[O-].[Na+].[I-].[K+]>C1(C)C=CC=CC=1>[ClH:1].[F:34][C:31]1[CH:30]=[CH:29][C:28]([C:26](=[O:27])[CH2:25][CH2:24][CH2:23][N:13]2[CH2:14][CH2:15][CH:10]([C:8]([OH:9])([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:11][CH2:12]2)=[CH:33][CH:32]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 516892Sodium BicarbonateHCID 12795120HCID 12795120, 화합물

생성물 1

HCID 127951214'-Fluoro-4-[4-[alpha-hydroxy-alpha-(p-chlorophenyl)benzyl]piperidino]butyrophenone hydrochloride

시약·촉매·용매 1

HCID 1140
Toluene
용매

실험 절차

A mixture of 14 g (0.0465 mole) of α-(p-chlorophenyl)-α-phenyl-4-piperidinemethanol, 12 g (0.06 mole) of 4-chloro-4'-fluorobutyrophenone, 16.8 g (0.2 mole) of sodium bicarbonate and a small amount of potassium iodide in 500 ml of toluene is refluxed 60 hours then filtered. The filtrate is concentrated to an oil which is dissoved in ether and treated with ethereal HCl. The resulting precipitate is collected and recrystallized from methanol-ethyl acetate and then methylene chloride to give 4'-fluoro-4-[4-[α-hydroxy-α-(p-chlorophenyl)benzyl]piperidino]butyrophenone hydrochloride, M.P. 154°C (dec.).

후처리

  1. filtrationthen filtered
  2. concentrationThe filtrate is concentrated to an oil which
  3. additiontreated with ethereal HCl
  4. customThe resulting precipitate is collected
  5. customrecrystallized from methanol-ethyl acetate

출처 및 근거

ORD 기록
ord-1f0bb13a0bd747a3ad183a14583aaf4f
출처 데이터셋
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03931197

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