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Trifluoromethanesulfonic anhydride → 5-Bromo-2,7-dimethylquinolin-6-yl trifluoromethanesulfonate

HRID 2207049
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HRID 2207049 반응식
Br.[Br:2][C:3]1[C:12]([OH:13])=[C:11]([CH3:14])[CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([CH3:15])=[N:8]2.[O:16](S(C(F)(F)F)(=O)=O)[S:17]([C:20]([F:23])([F:22])[F:21])(=O)=[O:18]>ClCCl.N1C=CC=CC=1>[F:21][C:20]([F:23])([F:22])[S:17]([O:13][C:12]1[C:3]([Br:2])=[C:4]2[C:9](=[CH:10][C:11]=1[CH3:14])[N:8]=[C:7]([CH3:15])[CH:6]=[CH:5]2)(=[O:18])=[O:16]
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참가 물질

5

반응물 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 896765605-bromo-2,7-dimethylquinolin-6-ol-HBr

생성물 1

HCID 866919775-Bromo-2,7-dimethylquinolin-6-yl trifluoromethanesulfonate

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 5-bromo-2,7-dimethylquinolin-6-ol-HBr (1.04 g, 3.1 mmol) in dichloromethane (50 mL) and pyridine (10 mL) was added Tf2O (1.1 mL, 6.2 mmol) at 0° C. The mixture was stirred at room temperature for 2 hours, quenched with slow addition of NaHCO3 solution at 0° C. The mixture was extracted with dichloromethane. The organic layer was washed with brine and dried with Na2SO4. Concentration gave 5-bromo-2,7-dimethylquinolin-6-yl trifluoromethanesulfonate as a brown solid.

후처리

  1. customquenched with slow addition of NaHCO3 solution at 0° C
  2. extractionThe mixture was extracted with dichloromethane
  3. washThe organic layer was washed with brine
  4. dry with materialdried with Na2SO4
  5. concentrationConcentration

출처 및 근거

ORD 기록
ord-926bc67382e94962b3aa6a1307a8259b
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376392B2

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