N-bromobutanimide → HCID 23067333, compound

HRID 1712229Notes

Reaction equation

HRID 1712229 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9](C3C4C(C=C5C=3C=CC=C5)=CC=CC=4)[CH:10]=[CH:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C(=O)N(Br)C(=O)C1.C1([C:47]2[CH:48]=[C:49]([C:59]3[C:60]4[C:65]([C:66]([Br:73])=C5C=3C=CC=C5)=[CH:64][CH:63]=[CH:62][CH:61]=4)[CH:50]=[CH:51][C:52]=2C2C=CC=CC=2)C=CC=CC=1>CN(C=O)C.O>[C:13]1([C:12]2[CH:11]=[C:10]([C:61]3[C:60]4[C:65](=[C:66]([Br:73])[C:48]5[C:49]([CH:59]=4)=[CH:50][CH:51]=[CH:52][CH:47]=5)[CH:64]=[CH:63][CH:62]=3)[CH:9]=[CH:8][C:7]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

6

Reactant 3

HCID 67184N-bromobutanimideHCID 23067324HCID 23067324, compoundHCID 23067342HCID 23067342, compound

Product 1

HCID 23067333HCID 23067333, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Procedure

9-(3,4-Diphenylphenyl)anthracene (3.7 g, 9.1 mmole) was suspended in anhydrous DMF (50 ml). After an anhydrous DMF solution (10 ml) of NBS (1.8 g, 10 mmole, 1.1 eq) was added, the resultant mixture was heated at 55° C. for 5 minutes so that the reaction mixture became a homogeneous solution. The obtained solution was stirred at the room temperature for 4 hours and then left standing for one night. The reaction mixture was diluted with water (50 ml). The formed solid substance was separated by filtration and washed with methanol, and a light yellow solid substance (4.2 g, the yield: 95%) was obtained. The obtained product was identified to be 9-(3,4-diphenylphenyl)-10-bromoanthracene in accordance with 1H-NMR.

Workup

  1. waitleft
  2. waitstanding for one night
  3. customThe formed solid substance was separated by filtration
  4. washwashed with methanol
  5. customa light yellow solid substance (4.2 g, the yield: 95%) was obtained

Sources & evidence

ORD record
ord-78c2dbd435b748f89a46fdef354f08e3
Source dataset
uspto-grants-2010_09
Patent number
US07790892B2

Reaction notes

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