Dimethylamine → HCID 54237126、化合物

HRID 1981043ノート

反応式

HRID 1981043 の反応式
[CH3:1][N:2]([CH3:5])[CH:3]=O.P(Cl)(Cl)(Cl)=O.C[O:12][CH:13](OC)[CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1.[OH-].[Na+].CNC>O.C(Cl)(Cl)Cl>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][C:14](=[CH:3][N:2]([CH3:5])[CH3:1])[CH:13]=[O:12])=[CH:17][CH:18]=1

参加物

8

反応物 5

HCID 674DimethylamineHCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 15510276HCID 15510276、化合物

生成物 1

HCID 54237126HCID 54237126、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒2 回

実験手順

Dimethylformamide (109.5 g., 1.5 moles) was cooled in an ice-water bath. Phosphorus oxychloride (229.5 g., 1.5 moles) was added dropwise over 1.5 hours and the reaction mixture then allowed to stir for 45 minutes at room temperature. Chloroform (300 ml.) was added and then 4-chlorophenoxyacetaldehyde dimethylacetal (122 g., 0.5 moles) and the mixture refluxed for approximately 16 hours. The reaction was cooled to room temperature and added slowly to approximately 300 ml. of chloroform mixed with ice and water while maintaining the pH approximately 10 with sodium hydroxide. Aqueous 40% dimethylamine (400 ml.) was added, the organic layer separated and the aqueous extracted with additional chloroform. The chloroform extracts were combined, dried over anhydrous sodium sulfate, concentrated to a semisolid, and crystalline product recovered by trituration with isopropyl ether (95 g., Rf 0.25 on thin layer chromatography on silica gel with ethyl acetate as eluant).

後処理

  1. temperatureThe reaction was cooled to room temperature
  2. additionadded slowly to approximately 300 ml
  3. customthe organic layer separated
  4. extractionthe aqueous extracted with additional chloroform
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated to a semisolid, and crystalline product
  7. customrecovered by trituration with isopropyl ether (95 g., Rf 0.25 on thin layer chromatography on silica gel with ethyl acetate as eluant)

出典と根拠

ORDレコード
ord-e713243355214e4baadc8f4092be0007
出典データセット
uspto-grants-1985_04
特許番号
US04511576

反応ノート

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