N-bromobutanimide → 3-Bromo-1,6-diphenylpyrene

HRID 530184Notes

Reaction equation

HRID 530184 reaction equation
[C:1]1([C:7]2[C:20]3[C:21]4=[C:22]5[C:17](=[CH:18][CH:19]=3)[CH:16]=[CH:15][C:14]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[C:13]5[CH:12]=[CH:11][C:10]4=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:29]N1C(=O)CCC1=O>CN(C=O)C>[Br:29][C:16]1[CH:15]=[C:14]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:13]2[C:22]3=[C:21]4[C:10]([CH:9]=[CH:8][C:7]([C:1]5[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=5)=[C:20]4[CH:19]=[CH:18][C:17]=13)=[CH:11][CH:12]=2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 591334031,6-Diphenylpyrene

Product 1

HCID 866682753-Bromo-1,6-diphenylpyrene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Under a flow of argon, 11.8 g of 1,6-diphenylpyrene, 5.93 g of N-bromosuccinimide and DMF were placed into a flask. The resulting mixture was allowed to react at 60° C. for 2 days. After cooling, the reaction solution was filtered, and solids obtained were washed with clean water, methanol and clean water, and solids obtained were dried under a reduced pressure, whereby white solids of 3-bromo-1,6-diphenylpyrene (8.60 g) were obtained.

Workup

  1. customto react at 60° C. for 2 days
  2. temperatureAfter cooling
  3. filtrationthe reaction solution was filtered
  4. customsolids obtained
  5. washwere washed with clean water, methanol and clean water, and solids
  6. customobtained
  7. dry with materialwere dried under a reduced pressure, whereby white solids of 3-bromo-1,6-diphenylpyrene (8.60 g)
  8. customwere obtained

Sources & evidence

ORD record
ord-1b16e8a6b231404c81fc18bcb948d2f7
Source dataset
uspto-grants-2016_05
Patent number
US09353027B2

Reaction notes

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