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Oxalyl chloride → Ethyl 5-(trifluoromethyl)-1-benzothiophene-2-carboxylate

HRID 2271308
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HRID 2271308 반응식
[C:1](Cl)(=[O:5])[C:2](Cl)=O.[F:7][C:8]([F:22])([F:21])[C:9]1[CH:20]=[CH:19][C:12]2[S:13][C:14]([C:16](O)=[O:17])=[CH:15][C:11]=2[CH:10]=1>C(O)C>[F:21][C:8]([F:7])([F:22])[C:9]1[CH:20]=[CH:19][C:12]2[S:13][C:14]([C:16]([O:5][CH2:1][CH3:2])=[O:17])=[CH:15][C:11]=2[CH:10]=1
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참가 물질

4

반응물 2

HCID 65578Oxalyl chlorideHCID 27830435-(Trifluoromethyl)-1-benzothiophene-2-carboxylic acid

생성물 1

HCID 70982228Ethyl 5-(trifluoromethyl)-1-benzothiophene-2-carboxylate수율 74.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Then, 254 mg of oxalyl chloride was added to a mixture of 400 mg of 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid and 20 ml of ethanol while ice-cooling, and the mixture was stirred for 6 hours under reflux. The reaction mixture was cooled to room temperature, and then concentrated under reduced pressure. To the residue was added chloroform, and then the organic layer was washed with saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 330 mg of ethyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (the present compound 5).

후처리

  1. temperaturecooling
  2. temperatureunder reflux
  3. concentrationconcentrated under reduced pressure
  4. additionTo the residue was added chloroform
  5. washthe organic layer was washed with saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-acfe27147c714dbf9aa70e020235efe9
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09119396B2

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