Boron tribromide → 2-(7-hydroxyquinolin-4-yloxy)acetic Acid Hydrobromide

HRID 2176610노트

반응식

HRID 2176610 반응식
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.B(Br)(Br)[Br:19]>ClCCCl.C(Cl)Cl>[BrH:19].[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

참가 물질

5

반응물 2

HCID 25134Boron tribromideHCID 576910212-(7-Methoxyquinolin-4-yloxy)acetic acid

생성물 1

HCID 1363301242-(7-hydroxyquinolin-4-yloxy)acetic Acid Hydrobromide수율 139.8%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

실험 절차

To a pressure vial was added 2-(7-methoxyquinolin-4-yloxy)acetic acid (1.00 g, 4.29 mmol) in DCE (0.6 M, 7 mL). The vial was cooled in an ice bath and to the solution was added BBr3 (1.62 ml, 17.2 mmol). The reaction was allowed to warm to room temperature and stirred overnight. While some starting material remained, the reaction was stopped and diluted with DCM (keep in hood due to fuming). The solids were filtered and dried over high vacuum to yield a light brown crude solid (˜1.8 g). The material was used without further purification.

후처리

  1. temperatureThe vial was cooled in an ice bath and to the solution
  2. filtrationThe solids were filtered
  3. customdried over high vacuum

출처 및 근거

ORD 기록
ord-621d7ffaf40b453d890fa032b55d35b4
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09066954B2

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