Dimethyl Sulfate → Methyl 4-hydroxythiophene-2-carboxylate

HRID 1194007ノート

反応式

HRID 1194007 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:7]([OH:9])=[O:8])[S:5][CH:6]=1.[C:10](=O)([O-])[O-].[Na+].[Na+].S(OC)(OC)(=O)=O>CC(=O)CC>[OH:1][C:2]1[CH:3]=[C:4]([C:7]([O:9][CH3:10])=[O:8])[S:5][CH:6]=1

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 10340Sodium CarbonateHCID 132779074-Hydroxythiophene-2-carboxylic acid

生成物 1

HCID 13277908Methyl 4-hydroxythiophene-2-carboxylate

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

50.0 g (0.347 mol) of 4-hydroxy-2-thiophenecarboxylic acid and 58.3 g (0.694 mol) of sodium carbonate are heated to the boiling point in 990 ml of absolute 2-butanone under nitrogen, and 43.7 g (0.347 mol) of dimethyl sulfate are added dropwise in the course of 20 minutes. The mixture is heated under reflux for a further 2.5 hours. It is then evaporated in vacuo and the residue is partitioned between saturated sodium carbonate solution and ether. The aqueous phase is extracted five more times with 80 ml of ether each time. The combined organic phases are dried over sodium sulfate/active charcoal, filtered and evaporated.

後処理

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for a further 2.5 hours
  3. customIt is then evaporated in vacuo
  4. customthe residue is partitioned between saturated sodium carbonate solution and ether
  5. extractionThe aqueous phase is extracted five more times with 80 ml of ether each time
  6. dry with materialThe combined organic phases are dried over sodium sulfate/active charcoal
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-f436b5befb2840329389b42b244967ed
出典データセット
uspto-grants-1989_03
特許番号
US04812472

反応ノート

読み込み中…