تفاعل #1483122

ord-7c28921f9d5e4e29ae9a09c2870752ff

معادلة التفاعل

O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=Cc1ccccc1-c1cc2ccccc2c2ccccc12
9-(2-formylphenyl)phenanthrene
c1ccc2c(c1)ccc1c3ccccc3c3ccccc3c21
benzo[g]chrysene
المردود 44.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGStirring
  2. 2
    workup.ADDITIONwas added
  3. 3
    أخرىAn aqueous phase was removed
  4. 4
    أخرىan organic phase which had been separated
  5. 5
    غسيلwas washed with water and saturated brine
  6. 6
    تجفيفdried with magnesium sulfate
  7. 7
    ترشيحAfter the magnesium sulfate was filtered out
  8. 8
    تركيزthe organic phase was concentrated
  9. 9
    أخرىThe resulting residue was purified by means of silica gel column chromatography

الإجراء التجريبي

24.0 g of the resulting 9-(2-formylphenyl)phenanthrene and 100 mL of dichloromethane were placed in a flask. During stirring at room temperature, 6 drops of methanesulfonic acid were added to the flask by means of a Pasteur pipette. Stirring was conducted at room temperature for further 8 hours. After the completion of the reaction, 100 mL of a 10% aqueous solution of potassium carbonate was added. An aqueous phase was removed and an organic phase which had been separated was washed with water and saturated brine, and then dried with magnesium sulfate. After the magnesium sulfate was filtered out, the organic phase was concentrated. The resulting residue was purified by means of silica gel column chromatography, whereby 5.21 g (yield: 25%) of benzo[g]chrysene was obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08900724B2uspto-grants-2014_12