Dimethylformamide → 2-(3,4-Dichlorophenoxy)-3-(dimethylamino)prop-2-enal

HRID 637800

반응식

HRID 637800 반응식
O=P(Cl)(Cl)Cl.C([O:8][CH:9](OCC)[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=1)C.C(=O)([O-])[O-].[K+].[K+].[CH3:29][N:30]([CH3:33])[CH:31]=O>>[Cl:19][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[Cl:18])[O:11][C:10](=[CH:29][N:30]([CH3:33])[CH3:31])[CH:9]=[O:8]

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 24813Phosphorus oxychlorideHCID 27820221,2-Dichloro-4-(2,2-diethoxyethoxy)benzene

생성물 1

HCID 545558182-(3,4-Dichlorophenoxy)-3-(dimethylamino)prop-2-enal

실험 절차

Dimethylformamide (29.2 g) was slowly added to 122.7 g of POCl3 in a reaction flask. After the addition was complete, the mixture was heated to 80° C. while 3,4-dichlorophenoxyacetaldehyde diethyl acetal (55.8 g) was added, and the resulting mixture was then heated for an additional two hours at about 80°-85° C. The reaction mixture was cooled to room temperature and poured into about 400 g of potassium carbonate in an ice-water mixture and then extracted with methylene chloride. The methylene chloride extract was then dried and concentrated to a dark oil which solidified upon dilution with ethyl acetate. 22.1 g of the desired, 2-(3,4-dichlorophenoxy)-3-dimethylamino-propenal was obtained and subsequently identified by NMR spectroscopy.

후처리

  1. additionAfter the addition
  2. additionwas added
  3. temperaturethe resulting mixture was then heated for an additional two hours at about 80°-85° C
  4. extractionextracted with methylene chloride
  5. extractionThe methylene chloride extract
  6. customwas then dried
  7. concentrationconcentrated to a dark oil which

출처 및 근거

ORD 기록
ord-9a1fa99a01d84a3d9cf4b3a35aab1856
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04558134

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