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

HRID 443844

반응식

HRID 443844 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-57ed26b9f8c64311ad3785c3d0600b05
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04262000

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