تفاعل #2383776

ord-aa907a7fc89748ba9a82338fba49a31d

معادلة التفاعل

OC1(c2ccccc2-c2ccccc2)c2cc3ccccc3cc2C(O)(c2ccccc2-c2ccccc2)c2cc3c(ccc4ccccc43)cc21
8,15-bis(p-biphenylyl)-8,15-dihydro-8,15-dihydroxybenzo[a]-pentacene
I
hydrogen iodide
O=C([O-])O.[Na+]
sodium hydrogencarbonate
c1ccc(-c2ccccc2-c2c3cc4ccccc4cc3c(-c3ccccc3-c3ccccc3)c3cc4c(ccc5ccccc54)cc23)cc1
deep purple amorphous solid
المردود 51.0%
c1ccc(-c2ccccc2-c2c3cc4ccccc4cc3c(-c3ccccc3-c3ccccc3)c3cc4c(ccc5ccccc54)cc23)cc1
8,15-bis(p-biphenylyl)benzo[a]pentacene
المردود 51.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGthe obtained mixture was stirred for 10 minutes
  2. 2
    أخرىThe formed precipitates
  3. 3
    أخرىwere separated by filtration
  4. 4
    غسيلwashed once with ion-exchanged water, once with a saturated aqueous solution of sodium disulfite
  5. 5
    أخرىThe washed precipitates
  6. 6
    أخرىwere dried
  7. 7
    درجة الحرارةunder heating at a reduced pressure and 0.84 g (the yield: 51%) of a light purple solid of 8,15-bis(p-biphenylyl)benzo[a]pentacene
  8. 8
    أخرىwas obtained
  9. 9
    أخرىThe obtained product was purified by sublimation at 320° C. under 4.0×10−6 Torr for 2 hours

الإجراء التجريبي

In 150 ml of isopropyl ether and 75 ml of dichloromethane, 1.5 g (2.3 mmole) of 8,15-bis(p-biphenylyl)-8,15-dihydro-8,15-dihydroxybenzo[a]-pentacene was suspended. To the obtained suspension, 40 ml of a 57% aqueous solution of hydrogen iodide was added under the refluxing condition and the obtained mixture was stirred for 5 minutes. After the reaction was completed, the reaction solution was added to 500 ml of a saturated aqueous solution of sodium hydrogencarbonate and the obtained mixture was stirred for 10 minutes. The formed precipitates were separated by filtration and washed once with ion-exchanged water, once with a saturated aqueous solution of sodium disulfite and then three times with ion-exchanged water. The washed precipitates were dried under heating at a reduced pressure and 0.84 g (the yield: 51%) of a light purple solid of 8,15-bis(p-biphenylyl)benzo[a]pentacene was obtained. The obtained product was purified by sublimation at 320° C. under 4.0×10−6 Torr for 2 hours and 450 mg of a deep purple amorphous solid was obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06489046B1uspto-grants-2002_12