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

HRID 490799

反応式

HRID 490799 の反応式
[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]

参加物

6

反応物 5

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

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7fe6b6bc418f4397a56f52d339a64eeb
出典データセット
uspto-grants-2009_05
特許番号
US07528163B2

関連ノート

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