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

HRID 1200101ノート

反応式

HRID 1200101 の反応式
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]

参加物

4

反応物 3

HCID 176Acetic Acid2 回HCID 1118Sulfuric AcidHCID 15588102Methyl 2-chloro-3-oxo-2,3-dihydrothiophene-2-carboxylate

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ed742053a5e74d63a9e3b810cbb989bd
出典データセット
uspto-grants-1990_02
特許番号
US04904686

反応ノート

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