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

HRID 637800

反応式

HRID 637800 の反応式
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]

参加物

5

反応物 4

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9a1fa99a01d84a3d9cf4b3a35aab1856
出典データセット
uspto-grants-1985_12
特許番号
US04558134

関連ノート

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