(3-Benzyloxy-5-trifluoromethylthien-2-yl)-carboxylic acid → 3-Benzyloxy-5-trifluoromethylthiophen

HRID 23327

반응식

HRID 23327 반응식
[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[S:11][C:10]=1C(O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Cu].N1C2C(=CC=CC=2)C=CC=1>[CH2:1]([O:8][C:9]1[CH:13]=[C:12]([C:14]([F:17])([F:15])[F:16])[S:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 1

HCID 11426602(3-Benzyloxy-5-trifluoromethylthien-2-yl)-carboxylic acid

생성물 1

HCID 111844703-Benzyloxy-5-trifluoromethylthiophen수율 71%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 7047Quinoline용매

반응 조건

온도
150 °C

실험 절차

A mixture of 5F (14.5 g) and quinoline (50 ml) was treated with copper powder (4.57 g) and heated to 150° C. The reaction mixture is heated for 25 minutes at 150° C. and cooled to room temperature. The mixture was filtered and washed with water. Aqueous quinoline was acidified with 6N HCl (pH=2) and extracted with diethyl ether twice. The combined organic phases were washed with water and dried. The mixture was concentrated and the residue was chromatographed to yield a yellow liquid (8.74 g, 71%).

후처리

  1. temperatureThe reaction mixture is heated for 25 minutes at 150° C.
  2. temperaturecooled to room temperature
  3. filtrationThe mixture was filtered
  4. washwashed with water
  5. extractionextracted with diethyl ether twice
  6. washThe combined organic phases were washed with water
  7. customdried
  8. concentrationThe mixture was concentrated
  9. customthe residue was chromatographed

출처 및 근거

ORD 기록
ord-c4f7d550f4084b819d2aa770f40142bf
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852673B2

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