Sulfuric Acid → 2-Methylbenzo[b]thiophene-5-carboxylic acid methyl ester

HRID 1699850ノート

反応式

HRID 1699850 の反応式
[C:1]([C:4]1[CH:13]=[CH:12][C:7]2[S:8][C:9]([CH3:11])=[CH:10][C:6]=2[CH:5]=1)([OH:3])=[O:2].S(=O)(=O)(O)O.[C:19](=O)([O-])O.[Na+]>CO>[CH3:19][O:2][C:1]([C:4]1[CH:13]=[CH:12][C:7]2[S:8][C:9]([CH3:11])=[CH:10][C:6]=2[CH:5]=1)=[O:3]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 1366303686792-71-4

生成物 1

HCID 136630372-Methylbenzo[b]thiophene-5-carboxylic acid methyl ester収率 89%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

5-Carboxy-2-methylbenzo[b]thiophene (2.1 g, 10.9 mmol) was dispersed in methanol (50 ml), and concentrated sulfuric acid was added. The mixture was refluxed with heating for 6 hr. After cooling, a saturated aqueous solution of sodium hydrogencarbonate was added, and methanol was distilled away under reduced pressure. The residue was extracted with methyl t-butyl ether. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The desiccant was filtered off, and the filtrate was concentrated under reduced pressure to give the objective compound (2.0 g, 89%) as colorless crystals.

後処理

  1. temperatureThe mixture was refluxed
  2. temperaturewith heating for 6 hr
  3. temperatureAfter cooling
  4. distillationmethanol was distilled away under reduced pressure
  5. extractionThe residue was extracted with methyl t-butyl ether
  6. washThe organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationThe desiccant was filtered off
  9. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-b8b91df869084350b3c86bc233c995ac
出典データセット
uspto-grants-2002_02
特許番号
US06348474B1

反応ノート

読み込み中…