Phosphorus oxychloride → 3-Hexanoyl-4-chloro-8-methoxyquinoline

HRID 1382316노트

반응식

HRID 1382316 반응식
[C:1]([C:8]1[C:17](=O)[C:16]2[C:11](=[C:12]([O:19][CH3:20])[CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C(=O)([O-])O.[Na+].P(Cl)(Cl)([Cl:28])=O>C(Cl)(Cl)Cl>[Cl:28][C:17]1[C:16]2[C:11](=[C:12]([O:19][CH3:20])[CH:13]=[CH:14][CH:15]=2)[N:10]=[CH:9][C:8]=1[C:1](=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

참가 물질

5

반응물 3

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 117780603-hexanoyl-8-methoxy-4(1H)-quinolone

생성물 1

HCID 101083533-Hexanoyl-4-chloro-8-methoxyquinoline

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

3-hexanoyl-8-methoxy-4(1H)-quinolone (4.6 g, 0.017 mol) was heated under reflux in a mixture of phosphorus oxychloride (8 ml) and chloroform (50 ml) for 1.5 hours. When cool, the mixture was poured into a vigorously stirred mixture of sodium hydrogen carbonate solution, ice and chloroform. The layers were separated and the organic solution was washed with sodium hydrogen carbonate solution and brine. Evaporation of the chloroform solution afforded 4-chloro-3-hexanoyl-8-methoxyquinoline as a yellow-brown oil (5 g).

후처리

  1. temperatureWhen cool
  2. customThe layers were separated
  3. washthe organic solution was washed with sodium hydrogen carbonate solution and brine
  4. customEvaporation of the chloroform solution

출처 및 근거

ORD 기록
ord-8da8a9aae1a5466f9ef0b21dc5e3a0d4
출처 데이터셋
uspto-grants-1989_02
특허 번호
US04806550

반응 노트

불러오는 중…