Methanol → Methyl quinoline-6-carboxylate

HRID 449244

反応式

HRID 449244 の反応式
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([OH:13])=[O:12])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.S(Cl)(Cl)=O.[CH3:18]O>>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13][CH3:18])=[O:12])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 825716-Quinolinecarboxylic acid

生成物 1

HCID 736812Methyl quinoline-6-carboxylate収率 75%

反応条件

温度
65 °C

実験手順

To a solution of quinoline-6-carboxylic acid (183 g, 1.06 mol) in methanol (1 lit.), thionyl chloride (150.7 g, 1.2 mol) was added dropwise at 0° C. and then stirred at 65° C. for 12 h. The reaction mixture was concentrated and to the residue dichloromethane and aqueous sodium carbonate solutions were added. The organic layer was dried with sodium sulphate and concentrated to afford the title compound as a brown solid (150 g, 75%).

後処理

  1. concentrationThe reaction mixture was concentrated and to the residue dichloromethane and aqueous sodium carbonate solutions
  2. additionwere added
  3. dry with materialThe organic layer was dried with sodium sulphate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-ec3613bb85b24e36809e4d5e4b97f0b8
出典データセット
uspto-grants-2013_07
特許番号
US08481739B2

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