1,3-Dibromopropane → 4,4'-Trimethylenedioxydibenzonitrile

HRID 325058노트

반응식

HRID 325058 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)#[N:2].[C:10](=[O:13])([O-])[O-].[K+].[K+].Br[CH2:17][CH2:18][CH2:19]Br>CN(C=O)C>[CH2:17]([O:13][C:10]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1)[CH2:18][CH2:19][O:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1

참가 물질

5

반응물 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 130194-Cyanophenol

생성물 1

HCID 819914,4'-Trimethylenedioxydibenzonitrile수율 90.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-cyanophenol (20.0 g; 0.16 mol) in DMF (350 mL) was added powdered potassium carbonate (34.8g; 0.25 mol) under an atmosphere of argon. This mixture was stirred at room temperature for 15 minutes. To the reaction mixture was added 1,3-dibromopropane (8.52 mL; 0.08 mol) via syringe, and the mixture stirred at room temperature for 16 hours. The solvent was removed by high vacuum distillation and the remaining white solid was taken up in 200 mL of EtOAc. HCl (1N in water) was then added and a white precipitate formed. This precipitate was collected by filtration, washed several times with diethyl ether, and then dried under vacuum. A total of 20.2 g of a white solid were obtained (90% yield).

후처리

  1. stirringthe mixture stirred at room temperature for 16 hours
  2. customThe solvent was removed by high vacuum distillation
  3. additionHCl (1N in water) was then added
  4. customa white precipitate formed
  5. filtrationThis precipitate was collected by filtration
  6. washwashed several times with diethyl ether
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-b0c50ea423ff4314be684ee43e66f1de
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06221914B1

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