Acetyl chloride → Methyl 5-methyl-2-thiophenecarboxylate

HRID 643777

反応式

HRID 643777 の反応式
[C:1](Cl)(=O)C.[CH3:5][C:6]1[S:10][C:9]([C:11]([OH:13])=[O:12])=[CH:8][CH:7]=1>CO>[CH3:1][O:12][C:11]([C:9]1[S:10][C:6]([CH3:5])=[CH:7][CH:8]=1)=[O:13]

参加物

4

反応物 2

HCID 6367Acetyl chlorideHCID 747135-Methylthiophene-2-carboxylic acid

生成物 1

HCID 580756Methyl 5-methyl-2-thiophenecarboxylate収率 81%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Acetyl chloride (5 mL) was added to a 0° C. solution of methanol (40 mL) and the solution was allowed to warm to room temperature. 5-Methyl-thiophene-2-carboxylic acid (Lancaster; 1.58 g, 11.1 mmol) was added and the solution was allowed to stir at room temperature over the weekend. The solvents were evaporated under reduced pressure and ethyl acetate was added. The solution was extracted with aqueous sodium hydrogen carbonate and the aqueous layer was back-extracted with ethyl acetate. The combined organic layers were dried (sodium sulfate) filtered and evaporated to give 5-methyl-thiophene-2-carboxylic acid methyl ester (1.40 g, 81%) as a yellow oil.

後処理

  1. customThe solvents were evaporated under reduced pressure and ethyl acetate
  2. additionwas added
  3. extractionThe solution was extracted with aqueous sodium hydrogen carbonate
  4. extractionthe aqueous layer was back-extracted with ethyl acetate
  5. dry with materialThe combined organic layers were dried (sodium sulfate)
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-8df4d6a5f3684f66becea15440d5e499
出典データセット
uspto-grants-2010_04
特許番号
US07700632B2

関連ノート

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