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

HRID 325058ノート

反応式

HRID 325058 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 819914,4'-Trimethylenedioxydibenzonitrile収率 90.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b0c50ea423ff4314be684ee43e66f1de
出典データセット
uspto-grants-2001_04
特許番号
US06221914B1

反応ノート

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