Quinoline-3-carboxylic acid → 5,6,7,8-Tetrahydroquinoline-3-carboxylic acid

HRID 324518

反応式

HRID 324518 の反応式
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([OH:13])=[O:12])[CH:2]=1>FC(F)(F)C(O)=O.[Pt](=O)=O>[N:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[C:3]([C:11]([OH:13])=[O:12])[CH:2]=1

参加物

4

反応物 1

HCID 80971Quinoline-3-carboxylic acid

生成物 1

HCID 217959145,6,7,8-Tetrahydroquinoline-3-carboxylic acid収率 43.5%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 6422Trifluoroacetic acid溶媒

実験手順

A mixture of 3-quinolinecarboxylic acid (1.73 g, 10.0 mmol) in trifluoroacetic acid (20 ml) with platinum dioxide (200 mg) was shaken in a Parr vessel at 10-15 psi. After 90 minutes the reaction mixture was filtered and the solvent removed in vacuo to yield an oil. The oil was added dropwise onto diethyl ether yielding a white solid which was collected by filtration and then recrystallised from ethyl acetate/hexane to yield the title compound as a white solid (770 mg).

後処理

  1. filtrationAfter 90 minutes the reaction mixture was filtered
  2. customthe solvent removed in vacuo
  3. customto yield an oil
  4. additionThe oil was added dropwise onto diethyl ether yielding a white solid which
  5. filtrationwas collected by filtration
  6. customrecrystallised from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-292f9472f52d442095ef52e79c8a4349
出典データセット
uspto-grants-2001_04
特許番号
US06218393B1

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