N-bromobutanimide → 9-Bromo-10-(4-bromophenyl)anthracene

HRID 901761Notes

Reaction equation

HRID 901761 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[C:14]([CH:15]=[C:16]4[C:21]=2[CH:20]=[CH:19][CH:18]=[CH:17]4)=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:4][CH:3]=1.C1C(=O)N([Br:29])C(=O)C1>CN(C)C=O.O>[Br:29][C:15]1[C:16]2[C:21]([C:8]([C:5]3[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=3)=[C:9]3[C:14]=1[CH:13]=[CH:12][CH:11]=[CH:10]3)=[CH:20][CH:19]=[CH:18][CH:17]=2

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 103369059-(4-Bromophenyl)anthracene

Product 1

HCID 221380389-Bromo-10-(4-bromophenyl)anthraceneYield 77%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Procedure

9-(4-Bromophenyl)anthracene (6.3 g, 19 mmole) was dissolved in anhydrous dimethylformamide (DMF) (100 ml). To the resultant solution, a solution (15 ml) of NBS (3.7 g, 21 mmole, 1.1 eq) in anhydrous DMF was added and the obtained mixture was stirred at the room temperature for 7 hours and left standing for one night. After the reaction mixture was diluted with water (30 ml), the formed solid was separated by filtration and washed with methanol and a yellow solid (6.0 g, 77%) was obtained.

Workup

  1. waitleft
  2. waitstanding for one night
  3. customthe formed solid was separated by filtration
  4. washwashed with methanol

Sources & evidence

ORD record
ord-f11fb710e96a4b709ef375d3ab54f678
Source dataset
uspto-grants-2008_04
Patent number
US07361796B2

Reaction notes

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