2,6-Dimethoxyphenol → 1,2,3-Trimethoxybenzene

HRID 49691

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HRID 49691 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[OH:11].N12CCCN=C1CCCC[CH2:13]2>CCOC(C)=O.O>[CH3:10][O:9][C:5]1[C:4]([O:11][CH3:13])=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][CH:6]=1

참가 물질

5

반응물 2

HCID 70412,6-DimethoxyphenolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

생성물 1

HCID 124621,2,3-Trimethoxybenzene

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

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온도
90 °C

실험 절차

To a solution of 2,6-dimethoxyphenol (1.0 g, 6.49 mmol) in DMC (10 mL), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (0.99 g, 6.49 mmol) was added and the resulting solution was heated to reflux (90° C.) for 4.5 hours. The reaction was cooled to ambient temperature and diluted with EtOAc (50 mL) and H2O (40 mL). The organic layer was separated and washed in sequence with H2O (40 mL), 2M HCl (2×40 mL), 2M NaOH (2×40 mL) and H2O. The organic layer was dried over Na2SO4, filtered and concentrated under vacuum to give trimethoxybenzene as a solid. The yield of trimethoxybenzene as determined by HPLC was 99%.

후처리

  1. temperaturethe resulting solution was heated
  2. temperatureThe reaction was cooled to ambient temperature
  3. customThe organic layer was separated
  4. washwashed in sequence with H2O (40 mL), 2M HCl (2×40 mL), 2M NaOH (2×40 mL) and H2O
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-74f981d105f24b61a718cb4381b6bd64
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706929B2

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