HCID 23159744、化合物 → ethyl 5-hydroxyquinoline-3-carboxylate

HRID 1011424ノート

反応式

HRID 1011424 の反応式
C([O:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH:11]=[C:12]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:13]=[N:14]2)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH:11]=[C:12]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:13]=[N:14]2

参加物

4

反応物 1

HCID 23159744HCID 23159744、化合物

生成物 1

HCID 135618214ethyl 5-hydroxyquinoline-3-carboxylate収率 91.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

210 mg (0.68 mmol) of compound prepared in stage B dissolved in 25 mL of ethanol was stirred in presence of Pd/C5% (75 mg, 0.034 mmol) under an atmosphere of hydrogen for 3 hours. The palladium was then removed by filtration and ethanol was evaporated under reduced pressure. The 1H NMR of the crude product showed a part of a reduced by-product at the pyridine ring (dihydroquinoline derivatives). The mixture was dissolved in ethanol and treated with air gas until complete re-oxidation of the product. Evaporation of the solvent gave 135 mg (yield: 91%) of compound of molecular formula C12H11NO3. Aspect: yellow powder.

後処理

  1. customThe palladium was then removed by filtration and ethanol
  2. customwas evaporated under reduced pressure
  3. dissolutionThe mixture was dissolved in ethanol
  4. additiontreated with air gas until complete re-oxidation of the product
  5. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-0cc5bf39712843f3a1246f369c8571fd
出典データセット
uspto-grants-2011_07
特許番号
US07977354B2

反応ノート

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