Water → 6-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid

HRID 589282노트

반응식

HRID 589282 반응식
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:11]([O:13]C)=[O:12])[S:8][C:7]=2[CH:15]=1.O.[OH-].[Li+].O>CO>[F:16][C:2]([F:1])([F:17])[C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[S:8][C:7]=2[CH:15]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 18526202Methyl 6-(trifluoromethyl)-1-benzothiophene-2-carboxylate

생성물 1

HCID 179795236-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid수율 93.8%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
75 °C

실험 절차

A mixture of 400 mg of methyl 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylate, 105 mg of lithium hydroxide monohydrate, 3 ml of water and 9 ml of methanol was stirred at 75° C. for 2 hours. The reaction mixture was cooled to room temperature, and then concentrated under reduced pressure. To the residue was added water, and then washed with tert-butyl methyl ether 3 times. To the aqueous layer was added concentrated hydrochloric acid, and then extracted with chloroform 3 times. The combined organic layer was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 355 mg of 6-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid (the present compound 2).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionTo the residue was added water
  4. washwashed with tert-butyl methyl ether 3 times
  5. additionTo the aqueous layer was added concentrated hydrochloric acid
  6. extractionextracted with chloroform 3 times
  7. washThe combined organic layer was washed with saturated aqueous sodium chloride solution
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-048cfd55641c4ce383a340b22f2db110
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09232792B2

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