Dimethylformamide → N-Butyl-N-(heptan-2-YL)aniline

HRID 1356928

반응식

HRID 1356928 반응식
[CH3:1][CH:2]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].Br[CH2:16][CH2:17][CH2:18][CH3:19].C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>O>[CH2:16]([N:8]([CH:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH2:17][CH2:18][CH3:19]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8002Butyl bromide2회HCID 11430Potassium CarbonateHCID 11344519N-(2-Heptyl)aniline

생성물 1

HCID 18000381N-Butyl-N-(heptan-2-YL)aniline수율 44%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of N-(1-methylhexyl)aniline (76 parts) 1-bromobutane (66 parts), anhydrous potasium carbonate (65 parts) and DMF (150 parts) was stirred while heating under reflux for 41 hours. An additional quantity of 1-bromo butane (44 parts) was added and the mixture stirred while heating under reflux for a further 19 hours. The cooled mixture was poured into water (400 parts) and the organic phase separated. The aqueous phase was extracted with toluene, the organic phases and toluene extract were combined and washed with water (2×100 arts) before evaporating to leave N-butyl-N-(1-methylhexyl)aniline (72.8 parts, 44%) which was purified by vacuum distillation to give N-butyl-N-(1-methylhexyl)aniline b.pt 73-80° C., 2.6 mm Hg.

후처리

  1. temperaturewhile heating
  2. temperatureunder reflux for 41 hours
  3. stirringthe mixture stirred
  4. temperaturewhile heating
  5. temperatureunder reflux for a further 19 hours
  6. customthe organic phase separated
  7. extractionThe aqueous phase was extracted with toluene
  8. extractionthe organic phases and toluene extract
  9. washwashed with water (2×100 arts)
  10. custombefore evaporating

출처 및 근거

ORD 기록
ord-3ff9c2ee28d742bc8f195bc18c3d982e
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06589296B1

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