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

HRID 23327

反応式

HRID 23327 の反応式
[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

参加物

4

反応物 1

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

生成物 1

HCID 111844703-Benzyloxy-5-trifluoromethylthiophen収率 71%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 7047Quinoline溶媒

反応条件

温度
150 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-c4f7d550f4084b819d2aa770f40142bf
出典データセット
uspto-grants-2005_02
特許番号
US06852673B2

関連ノート

読み込み中…