반응 #544175

ord-72e8245ad3574297a1023b4fd9b466ee

반응 방정식

COc1ccc2nc(Cl)ccc2c1
2-chloro-6-methoxyquinoline
BrBr
Br2
COc1ccc2nc(Cl)ccc2c1Br
5-bromo-2-chloro-6-methoxyquinoline
수율 101.7%

시약

없음

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the mixture was partitioned between NaCl and CH2Cl2
  2. 2
    추출The aqueous layer was extracted with CH2Cl2

실험 절차

A solution of 2-chloro-6-methoxyquinoline (4.4 g, 22 mmol) in CH2Cl2 (60 mL) was treated by slow addition of Br2 (3.5 mL, 11 g, 68 mmol). After 14 hours, the mixture was partitioned between NaCl and CH2Cl2. The aqueous layer was extracted with CH2Cl2. The organic layer was worked-up. HPLC (1:10 EtOAc/hexane) gave 6.1 g (99%) of 5-bromo-2-chloro-6-methoxyquinoline as a light yellow solid, (M+) 273(100).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07186840B2uspto-grants-2007_03