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4-Chlorotoluene → N,N-diethyl-p-toluidine

HRID 276152
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HRID 276152 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[CH2:9]([NH:11][CH2:12][CH3:13])[CH3:10].CC([O-])(C)C.[K+].[Br-].[Li+]>C1(C)C=CC=CC=1>[CH2:9]([N:11]([C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1)[CH2:12][CH3:13])[CH3:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 78104-ChlorotolueneHCID 8021DiethylamineHCID 82050Lithium BromideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 69177N,N-diethyl-p-toluidine수율 91%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트

20 mmol of p-chlorotoluene (2.53 g), 24 mmol of diethylamine (1.75 g), 28 mmol of KOtBu (3.13 g), 4 mmol of lithium bromide (0.35 g) and 44 mg of trans-di-μ-acetatobis[2-[bis(1,1-dimethylethyl)phosphino]-2-methylpropyl-C,P]dipalladium(II) (0.3 mol %) are suspended in 50 ml of toluene and refluxed for 24 hours. After cooling to room temperature, the salts are filtered off and washed with petroleum ether. The solvents are removed from the filtrate on a rotary evaporator. Distillation via a bulb tube (100° C./12 torr) gives 4-(N,N-diethylamino)toluene as a colorless liquid in a yield of 91%.

후처리

  1. temperaturerefluxed for 24 hours
  2. filtrationthe salts are filtered off
  3. washwashed with petroleum ether
  4. customThe solvents are removed from the filtrate on a rotary evaporator
  5. distillationDistillation via a bulb tube (100° C./12 torr)

출처 및 근거

ORD 기록
ord-2901c6889fab409c8ae6cea01ad2650b
출처 데이터셋
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06353136B1

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