HCID 13548560, 화합물 → HCID 14873016, 화합물

HRID 703444노트

반응식

HRID 703444 반응식
[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

참가 물질

5

반응물 1

HCID 13548560HCID 13548560, 화합물

생성물 1

HCID 14873016HCID 14873016, 화합물수율 73%

시약·촉매·용매 3

HCID 82844Platinum oxide (PtO)촉매HCID 887Methanol용매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f16fcebe68ed490c84eb86b7ae432258
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04983607

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