Acetyl chloride → Methyl 5-methyl-2-thiophenecarboxylate

HRID 643777

반응식

HRID 643777 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 580756Methyl 5-methyl-2-thiophenecarboxylate수율 81%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8df4d6a5f3684f66becea15440d5e499
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700632B2

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