Water → 2-(4-Chlorophenoxy)-4,4-dimethyl-1-pyridin-3-yl-1-penten-3-one

HRID 443844

反応式

HRID 443844 の反応式
O.[OH-].[Na+].[Cl:4][C:5]1[CH:18]=[CH:17][C:8]([O:9][CH2:10][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:7][CH:6]=1.[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH:25]=O)[CH:20]=1>CO>[Cl:4][C:5]1[CH:18]=[CH:17][C:8]([O:9][C:10]([C:11](=[O:16])[C:12]([CH3:14])([CH3:15])[CH3:13])=[CH:25][C:21]2[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=2)=[CH:7][CH:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 103713-PyridinecarboxaldehydeHCID 14798Sodium HydroxideHCID 905182-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-

生成物 1

HCID 542410592-(4-Chlorophenoxy)-4,4-dimethyl-1-pyridin-3-yl-1-penten-3-one収率 72.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

100 ml of water, followed by 28 ml of 10% strength aqueous sodium hydroxide solution, were added to a stirred solution of 22.6 g (0.1 mol) of 1-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one and 21.4 g (0.2 mol) of 3-pyridinealdehyde in 500 ml of methanol. The solution was subsequently stirred at room temperature for 4 days, the methanol was removed in vacuo and the aqueous residue was taken up in ether. The aqueous phase was separated off, the organic phase was extracted three times with 1 N hydrochloric acid and the hydrochloric acid extracts were neutralized with solid sodium bicarbonate and extracted three times with ethyl acetate. 22.8 g (72% of theory) Of 2-(4-chlorophenoxy)-4,4-dimethyl-1-pyridin-3-yl-1-penten-3-one of melting point 74°-76° C. were obtained from the ethyl acetate phase.

後処理

  1. customthe methanol was removed in vacuo
  2. customThe aqueous phase was separated off
  3. extractionthe organic phase was extracted three times with 1 N hydrochloric acid
  4. extractionextracted three times with ethyl acetate

出典と根拠

ORDレコード
ord-57ed26b9f8c64311ad3785c3d0600b05
出典データセット
uspto-grants-1981_04
特許番号
US04262000

関連ノート

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