Carbon Dioxide → 2-hexyl-N,N'-dimethyl-N,N'-dibutyl-propane diamide

HRID 2165026ノート

反応式

HRID 2165026 の反応式
[CH3:1][N:2]([CH2:14][CH2:15][CH2:16][CH3:17])[C:3](=[O:13])[CH2:4][C:5]([N:7]([CH3:12])[CH2:8][CH2:9][CH2:10][CH3:11])=[O:6].C(=O)=O.C([Li])CCC.[CH2:26](I)[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>O1CCCC1.C(Cl)Cl.O.C(O)C>[CH2:26]([CH:4]([C:3]([N:2]([CH3:1])[CH2:14][CH2:15][CH2:16][CH3:17])=[O:13])[C:5]([N:7]([CH3:12])[CH2:8][CH2:9][CH2:10][CH3:11])=[O:6])[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

参加物

8

反応物 4

HCID 280Carbon DioxideHCID 125271-Iodohexane2 回HCID 13398903N1,N3-dibutyl-N1,N3-dimethylmalonamideHCID 178418339Butyllithium2 回

生成物 1

HCID 137974652-hexyl-N,N'-dimethyl-N,N'-dibutyl-propane diamide

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒5 回HCID 19096565Water ethanol溶媒

実験手順

0.1 mol of N,N'-dimethyl-N,N'-dibutyl-propane diamide dissolved in 400 ml of tetrahydrofuran are introduced into a one litre reactor, scavenged by a nitrogen stream. Cooling takes place to -50° C. using an acetone bath and solid carbon dioxide. Then pouring of a solution of n-butyl lithium prepared from 0.1 mol of n-butyl lithium in 100 ml of anhydrous tetrahydrofuran occurs. Under the same conditions a solution of hexyl iodide prepared from 0.1 mol of hexyl iodide and 100 ml of anhydrous tetrahydrofuran is poured. When pouring is at an end, the temperature is allowed to rise to ambient temperature again, followed by refluxing the tetrahydrofuran is for three hours. Cooling is allowed to take place, followed by hydrolysis with a water-ethanol mixture. The tetrahydrofuran is expelled and in this way a precipitate is formed. This is taken up with methylene chloride, followed by washing with water, drying the organic layer, expelling the solvent and distilling. The boiling point is 145° to 148° C. under 0.4 mm of mercury and the product is a yellow liquid. Its characterization by nuclear magnetic resonance of the proton and by potentiometric dosage confirms that it corresponds to the above formula.

後処理

  1. additionare introduced into a one litre reactor
  2. temperatureCooling
  3. customto -50° C.
  4. additionis poured
  5. additionWhen pouring
  6. customto rise to ambient temperature
  7. temperatureCooling
  8. customis formed
  9. washby washing with water
  10. customdrying the organic layer
  11. distillationdistilling

出典と根拠

ORDレコード
ord-ff3a0541808047db8e9639484d4f0e58
出典データセット
uspto-grants-1990_07
特許番号
US04938871

反応ノート

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