Sulfuric Acid → HCID 11229474、化合物

HRID 430739ノート

反応式

HRID 430739 の反応式
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH2:16][CH:17]=[CH2:18])(C(OC)=O)[C:8](=[O:19])[C:7]=2[CH:6]=[CH:5][CH:4]=1.S(=O)(=O)(O)O.C(=O)([O-])O.[Na+]>C(O)(C)(C)C>[CH3:1][O:2][C:3]1[C:11]2[O:10][CH:9]([CH2:16][CH:17]=[CH2:18])[C:8](=[O:19])[C:7]=2[CH:6]=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 11448389HCID 11448389、化合物

生成物 1

HCID 11229474HCID 11229474、化合物収率 79.4%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

Methyl 7-methoxy-3-oxo-2-(2-propenyl)-2,3-dihydrobenzofuran-2-carboxylate (18.42 g) and concentrated sulfuric acid (2 ml) were dissolved in t-butyl alcohol (150 ml) and the solution was refluxed for 22.5 hours. After cooling the reaction solution to room temperature, the reaction solution was neutralized with saturated aqueous sodium hydrogen carbonate and then washed with saturated brine, followed by drying the resultant over sodium sulfate. After removing sodium sulfate by filtration, the solvent was evaporated under reduced pressure, and the residue was purified by column chromatography (solvent:hexane/ethyl acetate=4/1) using silica gel to obtain the desired compound (11.39 g, yield: 79%).

後処理

  1. temperaturethe solution was refluxed for 22.5 hours
  2. washwashed with saturated brine
  3. dry with materialby drying the resultant over sodium sulfate
  4. customAfter removing sodium sulfate
  5. filtrationby filtration
  6. customthe solvent was evaporated under reduced pressure
  7. customthe residue was purified by column chromatography (solvent:hexane/ethyl acetate=4/1)

出典と根拠

ORDレコード
ord-fdf58d09aee14aed8abb2104603372dd
出典データセット
uspto-grants-2001_11
特許番号
US06323235B1

反応ノート

読み込み中…