Hydrogen Bromide → HCID 343262, 화합물

HRID 1904193노트

반응식

HRID 1904193 반응식
C(O[CH2:5][C:6]1[CH:19]=[CH:18][C:17]2[C:8](=[C:9]3[C:14](=[CH:15][CH:16]=2)[CH:13]=[CH:12][C:11]([CH3:20])=[N:10]3)[N:7]=1)(=O)C.[BrH:21]>>[Br:21][CH2:5][C:6]1[CH:19]=[CH:18][C:17]2[C:8](=[C:9]3[C:14](=[CH:15][CH:16]=2)[CH:13]=[CH:12][C:11]([CH3:20])=[N:10]3)[N:7]=1

참가 물질

3

반응물 2

HCID 260Hydrogen BromideHCID 14318419HCID 14318419, 화합물

생성물 1

HCID 343262HCID 343262, 화합물수율 42%

실험 절차

The acetate (21) was dissolved in 60 mL of 31% HBr in HoAc and refluxed for 4 hours. After cooling, all the solvent was removed in vacuo. The resulting black residue was suspended in a mixture of CH2Cl2 and dilute aqueous NaHCO3. Four 200 mL CH2Cl2 extracts removed the desired bromide from the insoluble material floating at the solvent interface. After drying over Na2SO4 and removal of the solvent, the dark residual solid was relatively pure phenanthroline (22) containing a trace amount of 2,9-dimethyl-1,10-phenanthroline. The dark impurities were removed by chromatography on silica gel using CH2Cl2 as the eluent which gave 3.5 g (42%) of 22. 1H NMR (CDCl3) 2.9 (s, 3H); 4.94 (s, 2H); 7.43 (ABq, 1H, J=9 Hz), 7.6 (s, 2H); 7.8 (ABq, 1H, J=9 Hz); 7.97 (ABq, J=9 Hz); 8.1 (ABq, 1H, J=9 Hz).

후처리

  1. temperaturerefluxed for 4 hours
  2. temperatureAfter cooling
  3. customall the solvent was removed in vacuo
  4. additionThe resulting black residue was suspended in a mixture of CH2Cl2 and dilute aqueous NaHCO3
  5. customFour 200 mL CH2Cl2 extracts removed the desired bromide from the insoluble material
  6. dry with materialAfter drying over Na2SO4 and removal of the solvent
  7. additioncontaining a trace amount of 2,9-dimethyl-1,10-phenanthroline
  8. customThe dark impurities were removed by chromatography on silica gel

출처 및 근거

ORD 기록
ord-4ded48e25caa419cae656066fafe2cfa
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04837169

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