Cesium carbonate → 4-Bromo-2-methoxy-1-(2-methoxyethoxy)benzene

HRID 216706노트

반응식

HRID 216706 반응식
[Br:1][C:2]1[CH:3]=[C:4]([OH:10])[C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.[C:11]([O-])([O-])=O.[Cs+].[Cs+].BrC[CH2:19][O:20][CH3:21]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:19][O:20][CH3:21])=[C:4]([O:10][CH3:11])[CH:3]=1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 809722-Bromoethyl methyl etherHCID 1422285-Bromo-2-methoxyphenol

생성물 1

HCID 532169974-Bromo-2-methoxy-1-(2-methoxyethoxy)benzene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

2.0 g (9.65 mmol) 4-bromoguaiacol and 1.89 g (5.8 mmol) Cs2CO3 are suspended in 20.0 ml dry DMF and 1.02 ml (10.6 mmol) 2-bromoethylmethylether are introduced at RT under an argon flux. The resulting pale brown suspension is heated to 100° C. for 15 h. After cooling, the reaction mixture is partitioned between EtOAc and water. The aqueous phase is re-extracted twice with EtOAc. The combined organic solution is washed with brine, dried over Na2SO4 and concentrated in vacuo to afford the title compound as a light yellow residue.

후처리

  1. temperatureAfter cooling
  2. customthe reaction mixture is partitioned between EtOAc and water
  3. extractionThe aqueous phase is re-extracted twice with EtOAc
  4. washThe combined organic solution is washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3eac43541f294ec7a007f459bd4252be
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193189B2

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