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

HRID 2103763

反応式

HRID 2103763 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-d7e22e284e184e7e8621c04dc9e6edc9
出典データセット
uspto-grants-2009_08
特許番号
US07576122B2

関連ノート

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