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3,9-Dimethylpentacene-5,7(12H,14H)-dione → HCID 22269468、化合物

HRID 983754
ノート
印刷プレビュー

反応式

HRID 983754 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:6][C:7]3[C:20]([C:21](=O)[C:22]=2[CH:23]=1)=[CH:19][C:18]1[C:17](=O)[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH3:26])[CH:15]=2)[CH2:10][C:9]=1[CH:8]=3>COCCOCCOC>[CH3:26][C:14]1[CH:13]=[CH:12][C:11]2[C:16](=[CH:17][C:18]3[C:9]([CH:10]=2)=[CH:8][C:7]2[C:20](=[CH:21][C:22]4[C:5]([CH:6]=2)=[CH:4][CH:3]=[C:2]([CH3:1])[CH:23]=4)[CH:19]=3)[CH:15]=1
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

3

反応物 1

HCID 222694733,9-Dimethylpentacene-5,7(12H,14H)-dione

生成物 1

HCID 22269468HCID 22269468、化合物

試薬・触媒・溶媒 1

HCID 8150Diglyme溶媒

反応条件

温度
60 °C

実験手順

A mixture of 1 gram of 3,9-dimethylpentacene-5,7(12H,14H)-dione and 10 mL of 2-methoxyethyl ether was stirred and flushed with nitrogen for 15 minutes. To this was added 0.948 grams of sodium borohydride and stirring was continued at room temperature overnight. To the mixture was added 6.3 mL of methanol and stirring was continued for 1.5 hours at room temperature. To the mixture was added 15 mL of acetic acid and 10 mL of concentrated hydrochloric acid. The mixture was stirred for one hour at room temperature followed by heating for one hour at 60° C. To the mixture was added 50 mL of water and the solid was isolated by filtration and washed with water. The solid was washed with tetrahydrofuran until a pale filtrate resulted. The resulting solid was washed with heptane and dried under an atmosphere of nitrogen to give 2,10-dimethylpentacene.

後処理

  1. customflushed with nitrogen for 15 minutes
  2. additionTo this was added 0.948 grams of sodium borohydride
  3. stirringstirring
  4. additionTo the mixture was added 6.3 mL of methanol
  5. stirringstirring
  6. waitwas continued for 1.5 hours at room temperature
  7. additionTo the mixture was added 15 mL of acetic acid and 10 mL of concentrated hydrochloric acid
  8. stirringThe mixture was stirred for one hour at room temperature
  9. additionTo the mixture was added 50 mL of water
  10. customthe solid was isolated by filtration
  11. washwashed with water
  12. washThe solid was washed with tetrahydrofuran until a pale filtrate
  13. customresulted
  14. washThe resulting solid was washed with heptane
  15. customdried under an atmosphere of nitrogen

出典と根拠

ORDレコード
ord-19c7fa9c9f1240f290c9a6ffbff5f726
出典データセット
uspto-grants-2005_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06864396B2

反応ノート

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