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

HRID 61434

반응식

HRID 61434 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 115357194-(Chloromethyl)-2-methylquinoline수율 100%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
0 °C

실험 절차

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+).

후처리

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

출처 및 근거

ORD 기록
ord-668a3648814747428598077790518b17
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440958B2

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