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

반응식

[C:1]([C:4]1[C:13](=O)[C:12]2[C:7](=[C:8]([O:15][CH3:16])[CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1)(=[O:3])[CH3:2].P(Cl)(Cl)([Cl:19])=O>>[C:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[Cl:19])=[CH:11][CH:10]=[CH:9][C:8]=2[O:15][CH3:16])(=[O:3])[CH3:2]

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 10262793HCID 10262793, 화합물

생성물 1

HCID 100143133-Acetyl-4-chloro-8-methoxyquinoline

실험 절차

3-Acetyl-8-methoxy-4(1H)-quinolone (4.23 g, 19 mmol) and phosphorus oxychloride (150 ml) were heated under reflux for 45 minutes, evaporated to small volume in vacuo, poured onto ice, and the mixture adjusted to pH 4 with sodium bicarbonate. Extraction with chloroform, drying and evaporation of the organic solution gave crude 3-acetyl-4-chloro-8-methoxyquinoline as a dark coloured oil (7.9 g), which was used without purification.

후처리

temperatureunder reflux for 45 minutes
customevaporated to small volume in vacuo
additionpoured onto ice
extractionExtraction with chloroform
customdrying
customevaporation of the organic solution

출처 및 근거

ORD 기록: ord-038234af03b747f286d019af8f5133c2
출처 데이터셋: uspto-grants-1989_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04806549

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