Hydrogen Peroxide → 2,3,4-Trimethoxyphenol

HRID 1527669

反応式

HRID 1527669 の反応式
[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]

参加物

6

反応物 4

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 8857Ethyl Acetate2 回HCID 750062,3,4-Trimethoxybenzaldehyde

生成物 1

HCID 6035772,3,4-Trimethoxyphenol収率 98%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-440cce232441443b8fe6444270feaaf1
出典データセット
uspto-grants-2015_07
特許番号
US09089605B2

関連ノート

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