Water → HCID 14934743, compound

HRID 600154Notes

Reaction equation

HRID 600154 reaction equation
[C:1]1([CH3:21])[CH:6]=[CH:5][C:4]([C:7]2[C:8]3[C:13]([CH:14]=[C:15]4[C:20]=2[CH:19]=[CH:18][CH:17]=[CH:16]4)=[CH:12][CH:11]=[CH:10][CH:9]=3)=[CH:3][CH:2]=1.C1C(=O)N([Br:29])C(=O)C1.O>C1COCC1>[Br:29][C:14]1[C:15]2[C:20]([C:7]([C:4]3[CH:3]=[CH:2][C:1]([CH3:21])=[CH:6][CH:5]=3)=[C:8]3[C:13]=1[CH:12]=[CH:11][CH:10]=[CH:9]3)=[CH:19][CH:18]=[CH:17][CH:16]=2

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 2643999-(4-Methylphenyl)anthracene

Product 1

HCID 14934743HCID 14934743, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4 g (1 eq, 14.9 mmol) of 9-p-tolyl-anthracene, 5.3 g (2 eq, 29.8 mmol) of NBS were dissolved in 200 ml of THF in a 500-ml round-bottomed flask and stirred for 1 hour. 200 ml of water was added to the solution to obtain yellow crystals. The yellow crystals were filtered, dissolved in a small amount of toluene, and separated using column chromatography (silica and hexane) to obtain 4.6 g (89%) of yellow crystals.

Workup

  1. customto obtain yellow crystals
  2. filtrationThe yellow crystals were filtered
  3. dissolutiondissolved in a small amount of toluene
  4. customseparated

Sources & evidence

ORD record
ord-199ed2a54c2e4e139a9ecb6f0472a79b
Source dataset
uspto-grants-2011_03
Patent number
US07901793B2

Reaction notes

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