N-bromobutanimide → HCID 58175455, compound

HRID 40415Notes

Reaction equation

HRID 40415 reaction equation
[CH3:1][C:2]1([CH3:29])[C:22]2[C:9](=[CH:10][C:11]3[CH:12]=[C:13]4[C:18](=[C:19]([C:23]5[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=5)[C:20]=3[CH:21]=2)[CH:17]=[CH:16][CH:15]=[CH:14]4)[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[Br:30]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:30][C:12]1[C:11]2[CH:10]=[C:9]3[C:8]4[C:3]([C:2]([CH3:29])([CH3:1])[C:22]3=[CH:21][C:20]=2[C:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:18]2[C:13]=1[CH:14]=[CH:15][CH:16]=[CH:17]2)=[CH:4][CH:5]=[CH:6][CH:7]=4

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 58175463HCID 58175463, compound

Product 1

HCID 58175455HCID 58175455, compoundYield 68.1%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
60 °C

Procedure

13,13-dimethyl-11-phenyl-13H-indeno[1,2-b]anthracene (6.3 g, 0.017 mol) and N-bromosuccinimide (3.76 g, 0.017 mol) were dissolved in carbon tetrachloride (150 ml), and the reaction mixture was stirred under reflux for 4 hours at 60° C. After the reaction was terminated, the reaction solution was extracted with distilled water, and purified by column chromatography to give 6-bromo-13,13-dimethyl-11-phenyl-13H-indeno[1,2-b]anthracene (5.2 g, yield=68%).

Workup

  1. customAfter the reaction was terminated
  2. extractionthe reaction solution was extracted with distilled water
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-9bd41b889f374364a8f00f505da0467a
Source dataset
uspto-grants-2013_09
Patent number
US08525158B2

Reaction notes

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