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Sodium Hydroxide → 1-(3-Chloro-alpha,alpha-dimethylbenzyl)-4-methyl-3-phenyl-3-pyrrolin-2-one

HRID 1084633
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HRID 1084633 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[C:5]([N:8]([CH2:18][C:19](=O)[CH3:20])[C:9](=[O:17])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([CH3:7])[CH3:6].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[C:5]([N:8]1[CH2:18][C:19]([CH3:20])=[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:9]1=[O:17])([CH3:7])[CH3:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 15754160N-(3-chloro-alpha,alpha-dimethylbenzyl)-N-(2-oxopropyl)phenylacetamide

생성물 1

HCID 157541671-(3-Chloro-alpha,alpha-dimethylbenzyl)-4-methyl-3-phenyl-3-pyrrolin-2-one수율 65.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

34.4 g (0.1 mol) of N-(3-chloro-α,α-dimethylbenzyl)-N-(2-oxopropyl)phenylacetamide prepared in accordance with the method of Reference Example 6, was dissolved in 200 ml of ethanol, and 0.5 (0.009 mol) of sodium hydroxide powder was added thereto. The mixture was refluxed under heating for 10 minutes. Then, the solvent was distilled off under reduced pressure, and then water was added thereto. The mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure, followed by purification by silica gel column chromatography (n-hexane/ethyl acetate) to obtain 21.2 g (yield: 65.2%) of the desired compound.

후처리

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 10 minutes
  3. distillationThen, the solvent was distilled off under reduced pressure
  4. additionwater was added
  5. extractionThe mixture was extracted with ethyl acetate
  6. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customfollowed by purification by silica gel column chromatography (n-hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-62c3b048f8b8472fa049c3516523e96c
출처 데이터셋
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05006157

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