HCID 13548560、化合物 → HCID 14873016、化合物

HRID 703444ノート

反応式

HRID 703444 の反応式
[O:1]=[C:2]1[CH:11]=[C:10]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1>CO.C1(C)C=CC=CC=1.[Pt]=O>[O:1]=[C:2]1[CH2:11][CH:10]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1

参加物

5

反応物 1

HCID 13548560HCID 13548560、化合物

生成物 1

HCID 14873016HCID 14873016、化合物収率 73%

試薬・触媒・溶媒 3

HCID 82844Platinum oxide (PtO)触媒HCID 887Methanol溶媒HCID 1140Toluene溶媒

実験手順

50 g (0.23 mol) of methyl 2-oxo-1,2-dihydro-4-quinolinacetate dissolved in 1 l of methanol is subjected to hydrogenation in a Parr apparatus in the presence of 2 g of Adams' platinum oxide under 40 to 45 psi and at 60° C. for approximately 1 h. After the catalyst is filtered off and the solvent evaporated off, the oily residue is chromatographed on silica. Elution with a dichloromethane/acetone (95:5) mixture yields an oil, which is solubilized in 250 ml of boiling toluene. After being cooled, this solution is diluted with 250 ml of petroleum ether. The crystalline product thereby obtained is drained, washed and dried. 36.8 g (73%) of methyl (±)-2-oxo-1,2,3,4-tetrahydro-4-quinolineacetate, melting point 115°-116° C., are obtained.

後処理

  1. filtrationAfter the catalyst is filtered off
  2. customthe solvent evaporated off
  3. customthe oily residue is chromatographed on silica
  4. washElution with a dichloromethane/acetone (95:5) mixture
  5. customyields an oil, which
  6. temperatureAfter being cooled
  7. customThe crystalline product thereby obtained
  8. washwashed
  9. customdried

出典と根拠

ORDレコード
ord-f16fcebe68ed490c84eb86b7ae432258
出典データセット
uspto-grants-1991_01
特許番号
US04983607

反応ノート

読み込み中…