Water → Methyl-7-methoxy-2-methylbenzo[b]furan-4-carboxylate

HRID 548969ノート

反応式

HRID 548969 の反応式
[CH3:1][O:2][C:3]1[C:8]2[O:9][C:10]([CH3:12])=[CH:11][C:7]=2[C:6]([C:13]([OH:15])=[O:14])=[CH:5][CH:4]=1.[C:16](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O.O>CC(C)=O>[CH3:16][O:14][C:13]([C:6]1[C:7]2[CH:11]=[C:10]([CH3:12])[O:9][C:8]=2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:15]

参加物

6

反応物 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 220095237-Methoxy-2-methylbenzo[b]furan-4-carboxylic acid

生成物 1

HCID 66592954Methyl-7-methoxy-2-methylbenzo[b]furan-4-carboxylate収率 75%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a well stirred suspension of 7-methoxy-2-methylbenzo[b]furan-4-carboxylic acid (from step 4) (4.5 g, 24.21 mmol) and powdered potassium carbonate (7.5 g, 54.61 mmol) in acetone (740.0 mL) was added dimethyl sulfate (4.1 g, 32.76 mmol) and refluxed for 2-3 hours. Reaction mixture was cooled to room temperature and water (500 mL) was added to it. The organic material separated was extracted with ethyl acetate (3×100 ml). The combined organic layers were washed with water ((2×100 mL) and dried over anhydrous sodium sulfate. Removal of solvent under vacuo gave product (4.0 g) as brown viscous oil.

後処理

  1. temperaturerefluxed for 2-3 hours
  2. customReaction mixture
  3. customThe organic material separated
  4. extractionwas extracted with ethyl acetate (3×100 ml)
  5. washThe combined organic layers were washed with water ((2×100 mL)
  6. dry with materialdried over anhydrous sodium sulfate
  7. customRemoval of solvent under vacuo

出典と根拠

ORDレコード
ord-ea68ab432b434fd194e607f065ded86b
出典データセット
uspto-grants-2011_05
特許番号
US07943634B2

反応ノート

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