Acetic Acid → Methyl 3-hydroxy-5-methylthiophene-2-carboxylate

HRID 1200101노트

반응식

HRID 1200101 반응식
Cl[C:2]1([C:8]([O:10][CH3:11])=[O:9])[C:6](=[O:7])[CH:5]=[CH:4][S:3]1.S(=O)(=O)(O)O.[C:17](O)(=O)C>>[OH:7][C:6]1[CH:5]=[C:4]([CH3:17])[S:3][C:2]=1[C:8]([O:10][CH3:11])=[O:9]

참가 물질

4

반응물 3

HCID 176Acetic Acid2회HCID 1118Sulfuric AcidHCID 15588102Methyl 2-chloro-3-oxo-2,3-dihydrothiophene-2-carboxylate

생성물 1

HCID 587860Methyl 3-hydroxy-5-methylthiophene-2-carboxylate

실험 절차

To a stirred suspension of 2-chloro-2-methoxycarbonylthiophen-3(2H)-one (6.35 g, 33 mmol) in acetic acid (20 ml) was added sulphuric acid (1.8 ml) in acetic acid (20 ml). The mixture was stirred until dissolved then methyl mercaptan was bubbled through for 0.5 hours (total approximately 2 g). The mixture was stirred at room temperature for 18 hours, poured onto ice-water and the oily precipitate extracted into dichloromethane. After evaporation of solvent the crude oil was used in the following preparation.

후처리

  1. dissolutionuntil dissolved
  2. custommethyl mercaptan was bubbled through for 0.5 hours (total approximately 2 g)
  3. stirringThe mixture was stirred at room temperature for 18 hours
  4. additionpoured onto ice-water
  5. extractionthe oily precipitate extracted into dichloromethane
  6. customAfter evaporation of solvent the crude oil
  7. customwas used in the following preparation

출처 및 근거

ORD 기록
ord-ed742053a5e74d63a9e3b810cbb989bd
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04904686

반응 노트

불러오는 중…