Water → N,N'-dimethoxy-N,N'-dimethylbutanediamide

HRID 2103763

반응식

HRID 2103763 반응식
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][C:4](Cl)=[O:5].Cl.[CH3:10][NH:11][O:12][CH3:13].[N:14]1C=CC=C[CH:15]=1.[OH2:20].Cl[CH2:22]Cl>>[CH3:22][O:20][N:14]([CH3:15])[C:1](=[O:7])[CH2:2][CH2:3][C:4]([N:11]([O:12][CH3:13])[CH3:10])=[O:5]

참가 물질

6

반응물 5

HCID 962WaterHCID 1049PyridineHCID 6344DichloromethaneHCID 10970Succinyl chlorideHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)

생성물 1

HCID 4379853N,N'-dimethoxy-N,N'-dimethylbutanediamide

실험 절차

Dissolve 136.2 g of succinyl dichloride and 180.0 g N,O-dimethylhydroxylamine hydrochloride in 1.2 L dichloromethane and cool it in an ice bath. Add 305.9 g pyridine from an addition funnel with stir over 1.5 hours. Let the reaction mixture warm up to room temperature over night. Pour the reaction mixture into ice and water and separate the layers. Wash the organic layer with cold 2 N HCl (2×), water, 5% NaHCO3 (2×), and saturated brine. Dry over anhydrous Na2SO4 and evaporate to give crude product. It was washed with 3:1 hexanes and dichloromethane and dried to give the title compound as a light tan solid. 1H NMR (CDCl3, 500 MHz) δ: 3.70 (s, 6H), 3.15 (s, 6H), 2.74 (s, 4H).

후처리

  1. temperaturecool it in an ice bath
  2. customseparate the layers
  3. washWash the organic layer with cold 2 N HCl (2×), water, 5% NaHCO3 (2×), and saturated brine
  4. dry with materialDry over anhydrous Na2SO4
  5. customevaporate
  6. customto give crude product
  7. washIt was washed with 3:1 hexanes and dichloromethane
  8. customdried

출처 및 근거

ORD 기록
ord-d7e22e284e184e7e8621c04dc9e6edc9
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576122B2

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