Hydrochloric Acid → 2-Furancarboxylic acid, 5-methyl-

HRID 337504

反応式

HRID 337504 の反応式
[CH3:1][C:2]1[O:6][C:5]([CH:7]=[O:8])=[CH:4][CH:3]=1.CC(=CC)C.P([O-])(O)(O)=[O:15].[Na+].Cl([O-])=O.[Na+].Cl>CC(O)(C)C.O>[CH3:1][C:2]1[O:6][C:5]([C:7]([OH:15])=[O:8])=[CH:4][CH:3]=1

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 105532-Methyl-2-buteneHCID 120975-MethylfurfuralHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphate

生成物 1

HCID 747102-Furancarboxylic acid, 5-methyl-収率 24%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6386tert-Butanol溶媒

実験手順

5-Methylfuran-2-carbaldehyde (2.20 g, 20.0 mmol) obtained in Step 1 was dissolved in a mixed solvent of 2-methyl-2-propanol (150 mL) and water (40 mL), and 2-methyl-2-butene (10.6 mL, 100 mmol) and sodium dihydrogenphosphate (2.40 g, 20.0 mmol) were added thereto, followed by stirring at room temperature for 15 minutes. 79% sodium chlorite (8.01 g, 70.0 mmol) was added to the reaction mixture little by little, followed by stirring at room temperature for 1 hour. 4 mol/L hydrochloric acid was added to the reaction mixture to adjust the pH to 3, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (chloroform:methanol=17:3) to afford 5-methylfuran-2-carboxylic acid (606 mg, 24%).

後処理

  1. additionwere added
  2. stirringby stirring at room temperature for 1 hour
  3. extractionfollowed by extraction with chloroform
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled away under reduced pressure
  6. customThe resulting residue was purified through silica gel column chromatography (chloroform:methanol=17:3)

出典と根拠

ORDレコード
ord-60e246de2673413a8f930f5e436d7896
出典データセット
uspto-grants-2014_11
特許番号
US08889718B2

関連ノート

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