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

HRID 535043

반응식

HRID 535043 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-36634f6dee7246d3acb9cbde32909558
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853243B2

연결된 노트

불러오는 중…