Phosphorus oxychloride → 2-Chloro-8-methylquinoline

HRID 1626425

反応式

HRID 1626425 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N+:10]([O-])=[CH:9][CH:8]=[CH:7]2.P(Cl)(Cl)([Cl:15])=O>C1(C)C=CC=CC=1>[Cl:15][C:9]1[CH:8]=[CH:7][C:6]2[C:11](=[C:2]([CH3:1])[CH:3]=[CH:4][CH:5]=2)[N:10]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 12488418Quinoline, 8-methyl-, 1-oxide

生成物 1

HCID 215401952-Chloro-8-methylquinoline収率 81.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

To a solution of 8-methylquinoline 1-oxide (0.440 g, 2.764 mmol) in toluene (10 ml) was added phosphoryl trichloride (1.265 ml, 13.82 mmol), and the reaction was heated to 80° C. for 2 hours. The reaction was cooled to ambient temperature and concentrated. The crude material was taken up in EtOAc and washed with saturated sodium bicarbonate and saturated sodium chloride. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated to yield the desired compound (0.4 g, 2.252 mmol, 81.47% yield).

後処理

  1. temperatureThe reaction was cooled to ambient temperature
  2. concentrationconcentrated
  3. washwashed with saturated sodium bicarbonate and saturated sodium chloride
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-d263980c4bda4320b5b4930f4bff2cf5
出典データセット
uspto-grants-2014_07
特許番号
US08785445B2

関連ノート

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