Hydrogen Peroxide → 2,3,4-Trimethoxyphenol

HRID 1527669

반응식

HRID 1527669 반응식
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6](C=O)=[C:5]([O:11][CH3:12])[C:4]=1[O:13][CH3:14].[OH:15]S(O)(=O)=O.OO.CCOC(C)=O>CO>[CH3:12][O:11][C:5]1[C:4]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:10]=[CH:9][C:6]=1[OH:15]

참가 물질

6

반응물 4

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 8857Ethyl Acetate2회HCID 750062,3,4-Trimethoxybenzaldehyde

생성물 1

HCID 6035772,3,4-Trimethoxyphenol수율 98%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Following a modified procedure by Tremblay et al.,17 2,3,4-trimethoxybenzaldehyde (16, 6.075 g, 31.0 mmol) was dissolved in MeOH (60.0 mL), and then H2SO4 (0.6 mL) and 35% aq. H2O2 (4.0 mL, ˜40 mmol) was added at room temperature. The reaction was then heated to reflux for 2 hrs and monitored by TLC (1:4 EtOAc:hexanes) for completion. When the reaction was complete the solution was cooled and extracted with ethyl acetate. The layers are separated and the organic layer was washed with brine, dried over MgSO4, and filtered. Flash chromatography (1:4 EtOAc:hexanes) provides 17 (5.564 g, 30.2 mmol, 98%) as a light red oil.

후처리

  1. temperatureThe reaction was then heated
  2. temperatureto reflux for 2 hrs
  3. temperaturewas cooled
  4. extractionextracted with ethyl acetate
  5. customThe layers are separated
  6. washthe organic layer was washed with brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-440cce232441443b8fe6444270feaaf1
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09089605B2

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