Phosphorus oxychloride → 2-Chloro-4-(trifluoromethyl)quinoline

反応式

[F:1][C:2]([F:15])([F:14])[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[C:5](O)[CH:4]=1.O=P(Cl)(Cl)[Cl:18]>>[Cl:18][C:5]1[CH:4]=[C:3]([C:2]([F:15])([F:14])[F:1])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1

参加物

反応物 2

HCID 24813Phosphorus oxychloride

HCID 178516126HCID 178516126、化合物

生成物 1

HCID 27829122-Chloro-4-(trifluoromethyl)quinoline収率 78%

実験手順

A round bottom was charged with 4-trifluoromethyl-quinolin-2-ol (1 g, 4.69 mmol) and POCl3 (10 ml, 107.28 mmol). The mixture was heated to reflux for 3 hours, and then concentrated to remove excess POCl3. The mixture was based with 5 N NaOH and extracted with DCM. The mixture was purified by flash chromatography to give intermediate 2-chloro-4-trifluoromethyl-quinoline (845 mg, 78%): LCMS found 232.22 [M+H]+.

後処理

temperatureThe mixture was heated
temperatureto reflux for 3 hours
concentrationconcentrated
customto remove excess POCl3
extractionextracted with DCM
customThe mixture was purified by flash chromatography

出典と根拠

ORDレコード: ord-ff7c6287695a49459cb09f2bb72c83fa
出典データセット: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08513186B2

反応ノート

読み込み中…

参加物