N-bromobutanimide → HCID 58175533, compound

HRID 40414Notes

Reaction equation

HRID 40414 reaction equation
[CH3:1][C:2]1([CH3:23])[C:22]2[C:9](=[CH:10][C:11]3[CH:12]=[C:13]4[C:18](=[CH:19][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:24]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:24][C:19]1[C:20]2[CH:21]=[C:22]3[C:2]([CH3:23])([CH3:1])[C:3]4[C:8](=[CH:7][CH:6]=[CH:5][CH:4]=4)[C:9]3=[CH:10][C:11]=2[CH:12]=[C:13]2[C:18]=1[CH:17]=[CH:16][CH:15]=[CH:14]2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 59742048HCID 59742048, compound

Product 1

HCID 58175533HCID 58175533, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
60 °C

Procedure

13,13-dimethyl-13H-indeno[1,2-b]anthracene (10 g, 0.034 mol) and N-bromosuccinimide (7.68 g, 0.034 mol) were dissolved in carbon tetrachloride (200 ml), and the reaction mixture was stirred for 8 hours at 60° C. After the reaction was terminated, the reaction solution was extracted with distilled water, and purified by column chromatography to give 11-bromo-13,13-dimethyl-13H-indeno[1,2-b]anthracene (9 g, yield=71%).

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-2f1c47c2c1f0475cbbdd99f02be67a29
Source dataset
uspto-grants-2013_09
Patent number
US08525158B2

Reaction notes

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