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

HRID 848502
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HRID 848502 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e7caf133195845d9ae2075c82ff8bf84
출처 데이터셋
uspto-grants-1981_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04296120

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