2-Methoxy-4-Methylphenol → 1-(3-Bromo-propoxy)-2-methoxy-4-methyl-benzene

HRID 734402

반응식

HRID 734402 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[OH:10].[Br:11][CH2:12][CH2:13][CH2:14]Br.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[Br:11][CH2:12][CH2:13][CH2:14][O:10][C:4]1[CH:5]=[CH:6][C:7]([CH3:9])=[CH:8][C:3]=1[O:2][CH3:1]

참가 물질

5

반응물 3

HCID 71442-Methoxy-4-MethylphenolHCID 80011,3-DibromopropaneHCID 10796Cesium carbonate

생성물 1

HCID 431354281-(3-Bromo-propoxy)-2-methoxy-4-methyl-benzene수율 42.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
85 °C

실험 절차

To a solution of 2-methoxy-4-methylphenol (500 mg, 3.62 mmol) in acetonitrile (20 mL) was added 1,3-dibromopropane (3.65 g, 201.89 mmol) followed by cesium carbonate (2.35 g, 7.24 mmol). The resulting solution was heated at 85° C. for 48 h, then cooled to rt. The solution was filtered through a Celite® pad. The Celite® was washed with acetone, and the combined filtrates were concentrated under reduced pressure to give the title compound as a white solid (395 mg, 42%). GC/MS (EI) m/z 258 (M)+, RT 7.94 min.

후처리

  1. temperaturecooled to rt
  2. filtrationThe solution was filtered through a Celite® pad
  3. washThe Celite® was washed with acetone
  4. concentrationthe combined filtrates were concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-376c3a1649d241508d7d643ee1f16ae9
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592361B2

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