Benzyl Bromide → HCID 23088640, 화합물

HRID 2091248노트

반응식

HRID 2091248 반응식
[C:1]([C:3]1[C:8]([OH:9])=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].[Br:10]N1C(=O)CCC1=O.[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.C(OCC)(=O)C.C(#N)C.O>[CH2:18]([O:9][C:8]1[C:3]([C:1]#[N:2])=[N:4][C:5]([Br:10])=[CH:6][CH:7]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

9

반응물 4

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 67184N-bromobutanimideHCID 1019203-Hydroxypyridine-2-carbonitrile

생성물 1

HCID 23088640HCID 23088640, 화합물수율 13%

시약·촉매·용매 4

HCID 180Acetone용매HCID 962Water용매HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

To a mixture of 2-cyano-3-hydroxypyridine (10.0 g), water (40 mL) and acetonitrile (200 mL) was added N-bromosuccinimide (17.8 g) at 0° C., and the mixture was stirred at 0° C. for 2 hr, and at room temperature for 1 hr. Ethyl acetate was added to the reaction mixture. The solution was washed with water and saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure to give a white solid. To a solution (200 mL) of the obtained solid in acetone were added benzyl bromide (11.9 mL) and potassium carbonate (23.1 g), and the mixture was stirred overnight with heating under reflux. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was washed with methanol and toluene to give the title object compound (3.17 g, 13%) as a white solid.

후처리

  1. waitat room temperature for 1 hr
  2. washThe solution was washed with water and saturated brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customto give a white solid
  6. stirringthe mixture was stirred overnight
  7. temperaturewith heating
  8. temperatureunder reflux
  9. filtrationInsoluble material was filtered off
  10. concentrationthe filtrate was concentrated under reduced pressure
  11. washThe residue was washed with methanol and toluene

출처 및 근거

ORD 기록
ord-c52142ac4245485faa9be50f8acf71b7
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436043B2

반응 노트

불러오는 중…