Dimethylamine → HCID 54237126, 화합물

HRID 1981043노트

반응식

HRID 1981043 반응식
[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

참가 물질

8

반응물 5

HCID 674DimethylamineHCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 15510276HCID 15510276, 화합물

생성물 1

HCID 54237126HCID 54237126, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-e713243355214e4baadc8f4092be0007
출처 데이터셋
uspto-grants-1985_04
특허 번호
US04511576

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