Bromine → Acenaphthene

HRID 569314Notes

Reaction equation

HRID 569314 reaction equation
Br[C:2]1[C:12]2=[C:13]3[C:8](=[CH:9][CH:10]=[CH:11]2)[CH:7]=[CH:6][CH:5]=[C:4]3[CH:3]=1.BrBr>>[CH2:3]1[C:4]2=[C:13]3[C:8](=[CH:7][CH:6]=[CH:5]2)[CH:9]=[CH:10][CH:11]=[C:12]3[CH2:2]1

Participants

3

Reactant 2

HCID 24408BromineHCID 6155531-Bromoacenaphthylene

Product 1

HCID 6734Acenaphthene

Procedure

After the reaction solution was cooled, separated potassium bromide was removed by filtration, methanol was distilled, washed 3 times with water, and the benzene solution was concentrated and dropwise added into cold acetone (0°~-10° C.), to obtain reprecipitate of 140 g of condensed bromoacenaphthylene. Elemental analysis showed that the composition of the condensate corresponded to (C12H4.4 Br2.7)m and the yield from acenaphthene was 76.8%.

Workup

  1. temperatureAfter the reaction solution was cooled
  2. customseparated potassium bromide
  3. customwas removed by filtration, methanol
  4. distillationwas distilled
  5. washwashed 3 times with water
  6. concentrationthe benzene solution was concentrated
  7. additiondropwise added into cold acetone (0°~-10° C.)
  8. customto obtain

Sources & evidence

ORD record
ord-07350e11e178470888e21a6234197726
Source dataset
uspto-grants-1988_03
Patent number
US04731493

Reaction notes

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