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

HRID 1072829노트

반응식

HRID 1072829 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-52dc703674ef45a891564ee44efb47ea
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06911469B2

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