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4,4'-Difluorobenzophenone → Phthalonitrile

HRID 128847
ノート
印刷プレビュー

反応式

HRID 128847 の反応式
FC1C=CC(C(C2C=CC(F)=CC=2)=O)=CC=1.CC(N(C)C)=O.C(=O)([O-])[O-].[K+].[K+].[N+]([C:32]1[CH:33]=[C:34]([C:40]#[N:41])[C:35](=[CH:38][CH:39]=1)[C:36]#[N:37])([O-])=O>O.C1(C)C=CC=CC=1>[C:40](#[N:41])[C:34]1[C:35](=[CH:38][CH:39]=[CH:32][CH:33]=1)[C:36]#[N:37]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 95824,4'-DifluorobenzophenoneHCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 974431,2-Benzenedicarbonitrile, 4-nitro-

生成物 1

HCID 7042Phthalonitrile収率 426.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回
HCID 1140
Toluene
溶媒

反応条件

温度
160 °C

実験手順

To a 100 ml, 3-necked flask equipped with a thermometer and a Dean-Stark trap was added 4.0 gm (18.4 mmol) of 4,4'-difluorobenzophenone, 12.33 gm (36.7 mmol) of bisphenol A6F, and 40 ml of dimethylacetamide (DMAC). After flushing the mixture for 30 minutes with dry nitrogen, 10.1 gm (73.4 mmol) of pulverized anhydrous potassium carbonate was added with stirring. The light pink reaction mixture was stirred at 90° C. for 1 hour. Toluene was added to the Dean-Stark trap and to the reaction vessel (4 ml). The reaction mixture was refluxed at 145°-150° C. for 26 hours. Water which formed as a by-product was removed by azeotropic distillation. The toluene was-removed by distillation while heating to 160° C. Upon cooling to 50° C., 6.37 gm (36.8 mmol) of 4-nitrophthalonitrile was added. The reaction mixture was observed to be viscous. The temperature of reaction mixture was increased to 110° C. and held at this temperature for 16 hours (overnight). The room temperature mixture was poured into 200 ml of water with stirring. The solid precipitate was collected by suction filtration, washed exhaustively with water, and dried to afford 20.1 gm of oligomeric phthalonitrile monomer.

後処理

  1. customTo a 100 ml, 3-necked flask equipped with a thermometer
  2. additionwas added
  3. stirringThe light pink reaction mixture was stirred at 90° C. for 1 hour
  4. temperatureThe reaction mixture was refluxed at 145°-150° C. for 26 hours
  5. customwas removed by azeotropic distillation
  6. customThe toluene was-removed by distillation
  7. temperatureUpon cooling to 50° C.
  8. customThe temperature of reaction mixture
  9. temperaturewas increased to 110° C.
  10. custom(overnight)
  11. stirringwith stirring
  12. filtrationThe solid precipitate was collected by suction filtration
  13. washwashed exhaustively with water
  14. customdried

出典と根拠

ORDレコード
ord-9d35db3b522947699667f4defbb2bdde
出典データセット
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05464926

反応ノート

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