Thionyl Chloride → 4-(Chloromethyl)-2-methylquinoline

HRID 61434

反応式

HRID 61434 の反応式
O[CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[C:5]([CH3:13])[CH:4]=1.S(Cl)([Cl:16])=O>C(Cl)(Cl)Cl>[Cl:16][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[C:5]([CH3:13])[CH:4]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 10149033(2-Methylquinolin-4-yl)methanol

生成物 1

HCID 115357194-(Chloromethyl)-2-methylquinoline収率 100%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
0 °C

実験手順

4-hydroxymethyl-2-methyl quinoline (7.0 g, 40 mmol) was dissolved in chloroform (150 mL) and cooled to 0° C., thionyl chloride (15.0 mL) was added slowly at this temperature and then the reaction mixture was allowed to warm up to room temperature and stirred overnight. The solvent was removed in-vacuo and the residue was titureted with ethyl acetate/ethyl ether to provide 9.0 g (100%) of 4-chloromethyl-2-methyl quinoline as an HCl salt. MS (ESI): 191.9 (M+H+).

後処理

  1. temperatureto warm up to room temperature
  2. customThe solvent was removed in-vacuo

出典と根拠

ORDレコード
ord-668a3648814747428598077790518b17
出典データセット
uspto-grants-2016_09
特許番号
US09440958B2

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