Phosphorus oxychloride → 4-Chloro-5,8-difluoro-2-methyl-quinoline

반응식

O[C:2]1[C:11]2[C:6](=[C:7]([F:13])[CH:8]=[CH:9][C:10]=2[F:12])[N:5]=[C:4]([CH3:14])[CH:3]=1.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:2]1[C:11]2[C:6](=[C:7]([F:13])[CH:8]=[CH:9][C:10]=2[F:12])[N:5]=[C:4]([CH3:14])[CH:3]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 178428858HCID 178428858, 화합물

생성물 1

HCID 227451704-Chloro-5,8-difluoro-2-methyl-quinoline

실험 절차

4-Hydroxy-5,8-difluoro-2-methylquinoline (5.4 g) in phosphoryl chloride (60 ml) was boiled for 4 h. The mixture was cooled to room temperature, excess phosphoryl chloride removed at reduced pressure, the residue dissolved in ethyl acetate, washed with sodium hydrogen carbonate, dried (Na2SO4) and solvent removed at reduced pressure. The title compound (5.35 g) was isolated as a brown powder. (Method B). 1H NMR δ: 2.61 (3H, s), 7.46 (1H, m), 7.66 (1H, m), 7.81 (1H, s).

후처리

customexcess phosphoryl chloride removed at reduced pressure
dissolutionthe residue dissolved in ethyl acetate
washwashed with sodium hydrogen carbonate
dry with materialdried (Na2SO4) and solvent
customremoved at reduced pressure

출처 및 근거

ORD 기록: ord-4b454f3f65ed464db04cba23baf9e15b
출처 데이터셋: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06699879B1

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