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2,5-Bis(2,5-dimethylbenzyl)terephthalic acid → 7,14-Dihydro-1,4,8,11-tetramethylpentacene-5,12-dione

HRID 983739
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HRID 983739 반응식
[CH3:1][C:2]1[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:3]=1[CH2:4][C:5]1[CH:13]=[C:12]([C:14](O)=[O:15])[C:11]([CH2:17][C:18]2[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][C:19]=2[CH3:25])=[CH:10][C:6]=1[C:7](O)=[O:8]>FC(F)(F)S(O)(=O)=O>[CH3:1][C:2]1[C:3]2[CH2:4][C:5]3[C:6](=[CH:10][C:11]4[CH2:17][C:18]5[C:23]([C:14](=[O:15])[C:12]=4[CH:13]=3)=[C:22]([CH3:24])[CH:21]=[CH:20][C:19]=5[CH3:25])[C:7](=[O:8])[C:26]=2[C:27]([CH3:30])=[CH:28][CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 222694722,5-Bis(2,5-dimethylbenzyl)terephthalic acid

생성물 1

HCID 222694677,14-Dihydro-1,4,8,11-tetramethylpentacene-5,12-dione

시약·촉매·용매 1

HCID 62406Trifluoromethanesulfonic acid용매

실험 절차

To 200 mL of trifluoromethanesulfonic acid cooled to 18° C. was added slowly 53 grams of 2,5-bis(2,5-dimethylbenzyl)terephthalic acid in small portions as a solid at a rate such that the temperature remained below 25° C. The mixture was allowed to stir for 10 minutes and the cooling bath was removed. The mixture was stirred overnight at room temperature. The mixture was poured over 600 grams of ice and the resulting solid was collected by filtration. The solid was washed with 1 L of water followed by 500 mL of saturated aqueous sodium bicarbonate solution. The solid was washed with water until the pH of the filtrate was neutral to pH paper. The solid was stirred for one hour with 500 mL of tetrahydrofuran and collected by filtration. The solid was washed with tetrahydrofuran and dried to give 7,14-dihydro-1,4,8,11-tetramethylpentacene-5,12-dione.

후처리

  1. customremained below 25° C
  2. customthe cooling bath was removed
  3. stirringThe mixture was stirred overnight at room temperature
  4. additionThe mixture was poured over 600 grams of ice
  5. filtrationthe resulting solid was collected by filtration
  6. washThe solid was washed with 1 L of water
  7. washThe solid was washed with water until the pH of the filtrate
  8. stirringThe solid was stirred for one hour with 500 mL of tetrahydrofuran
  9. filtrationcollected by filtration
  10. washThe solid was washed with tetrahydrofuran
  11. customdried

출처 및 근거

ORD 기록
ord-2228aa98e18f472caec3416011c85ddb
출처 데이터셋
uspto-grants-2005_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06864396B2

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