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N,N-Diethylaniline → 2-Allyl-3-bromo-6-chloro-5-(4-methoxybenzyl)phenol

HRID 576401
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인쇄 미리보기

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HRID 576401 반응식
C([O:4][C:5]1[CH:10]=[C:9]([Br:11])[CH:8]=[C:7]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[C:6]=1[Cl:21])C=C.C(N(CC)[C:25]1[CH:30]=CC=C[CH:26]=1)C>>[CH2:30]([C:10]1[C:9]([Br:11])=[CH:8][C:7]([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)=[C:6]([Cl:21])[C:5]=1[OH:4])[CH:25]=[CH2:26]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 7061N,N-DiethylanilineHCID 867140811-(Allyloxy)-5-bromo-2-chloro-3-(4-methoxybenzyl)benzene

생성물 1

HCID 867140802-Allyl-3-bromo-6-chloro-5-(4-methoxybenzyl)phenol수율 91%

반응 조건

온도
200 °C

실험 절차

The mixture of bromide 184 (2.52 g, 6.85 mmol) in N,N-diethylaniline (8 mL) was stirred at 200° C. for 45 hours. The mixture was cooled to rt and extracted with EtOAc/aq. 1N HCl solution (100 mL/100 mL). The organic layer was washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the desired product 185 (2.3 g, 91%).

후처리

  • temperatureThe mixture was cooled to rt
  • extractionextracted with EtOAc/aq
  • washThe organic layer was washed with brine
  • dry with materialdried over MgSO4
  • filtrationfiltered
  • concentrationconcentrated in vacuo
  • customThe residue was purified by silica gel column chromatography
  • 출처 및 근거

    ORD 기록
    ord-ce36f20688f54bcd84b71ddb0f5bde40
    출처 데이터셋
    uspto-grants-2015_05
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US09034921B2

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