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2-Undecanamine → N-(1-Methyldecyl)-3-(3-Nitrophenyl)propenamide

HRID 848566
ノート
印刷プレビュー

反応式

HRID 848566 の反応式
[NH2:1][CH:2]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH3:3].[N+:13]([C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][C:24](Cl)=[O:25])[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14]>O1CCCC1>[CH3:3][CH:2]([NH:1][C:24](=[O:25])[CH:23]=[CH:22][C:18]1[CH:19]=[CH:20][CH:21]=[C:16]([N+:13]([O-:15])=[O:14])[CH:17]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 1144762-UndecanamineHCID 534112912-Propenoyl chloride, 3-(3-nitrophenyl)-, (E)-

生成物 1

HCID 54308912N-(1-Methyldecyl)-3-(3-Nitrophenyl)propenamide収率 83%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of 31.0 g. of 2-aminoundecane in 100 ml. of tetrahydrofuran, was added a solution of 19.0 g. 3-(3-nitrophenyl)propenoyl chloride in 100 ml. of tetrahydrofuran, dropwise, during 75 minutes, at ca. 5° C. After the addition, the mixture was allowed to warm to room temperature, and stirring was continued for 45 minutes. The solvent was removed by evaporation in vacuo, and the residue was partitioned between ethyl acetate and water. The ethyl acetate layer was removed, washed successively with 1 N hydrochloric acid and water, and dried. Evaporation of the solvent in vacuo, followed by recrystallization of the residue from hexane, afforded 26 g. (83% yield) of the title product, m.p. 81°-83° C.

後処理

  1. customat ca. 5° C
  2. additionAfter the addition
  3. customThe solvent was removed by evaporation in vacuo
  4. customthe residue was partitioned between ethyl acetate and water
  5. customThe ethyl acetate layer was removed
  6. washwashed successively with 1 N hydrochloric acid and water
  7. customdried
  8. customEvaporation of the solvent in vacuo
  9. customfollowed by recrystallization of the residue from hexane
  10. customafforded 26 g

出典と根拠

ORDレコード
ord-85409f0ea360447aa65b7467811e23c6
出典データセット
uspto-grants-1981_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04296129

反応ノート

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