pentacene-5,7(12H,14H)-dione → Pentacene

HRID 488977

반응식

HRID 488977 반응식
[CH:1]1[C:22]2[CH2:21][C:20]3[C:7](=[CH:8][C:9]4[CH2:10][C:11]5[C:16]([C:17](=O)[C:18]=4[CH:19]=3)=[CH:15][CH:14]=[CH:13][CH:12]=5)[C:6](=O)[C:5]=2[CH:4]=[CH:3][CH:2]=1.C1C2CC3C(=CC4C(=O)C5C(CC=4C=3)=CC=CC=5)C(=O)C=2C=CC=1>COCCOCCOC>[CH:4]1[C:5]2[C:22](=[CH:21][C:20]3[C:7]([CH:6]=2)=[CH:8][C:9]2[C:18](=[CH:17][C:16]4[C:11]([CH:10]=2)=[CH:12][CH:13]=[CH:14][CH:15]=4)[CH:19]=3)[CH:1]=[CH:2][CH:3]=1

참가 물질

4

반응물 2

HCID 22269435pentacene-5,7(12H,14H)-dioneHCID 222694837,14-Dihydropentacene-5,12-dione

생성물 1

HCID 8671Pentacene

시약·촉매·용매 1

HCID 8150Diglyme용매

반응 조건

온도
60 °C

실험 절차

A mixture of 1.0 gram of 7,14-dihydropentacene-5,12-dione and pentacene-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 1.03 grams of sodium borohydride and stirring was continued at room temperature overnight. To the mixture was added 10 mL of 2-methoxyethyl ether and 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 and heated to 60° C. for one hour. To the mixture was added 50 mL of water, and the resulting solid was isolated by filtration and washed with water. The solid was washed with tetrahydrofuran until a pale filtrate resulted. The solid was washed with heptane and dried to give pentacene.

후처리

  1. customflushed with nitrogen for 15 minutes
  2. additionTo this was added 1.03 grams of sodium borohydride
  3. stirringstirring
  4. additionTo the mixture was added 10 mL of 2-methoxyethyl ether and 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 resulting solid was isolated by filtration
  11. washwashed with water
  12. washThe solid was washed with tetrahydrofuran until a pale filtrate
  13. customresulted
  14. washThe solid was washed with heptane
  15. customdried

출처 및 근거

ORD 기록
ord-276ab823f2a94184bdeb6d78985d82de
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06974877B2

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