Dimethylformamide → HCID 86082476, compound

HRID 659922Notes

Reaction equation

HRID 659922 reaction equation
[C:1]([C:5]1[CH:18]=[CH:17][C:16]2[C:7](=[C:8]([C:19]3[CH:28]=[CH:27][C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH:20]=3)[C:9]3[C:14]([CH:15]=2)=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Br:29]N1C(=O)CCC1=O.CN(C)C=O>O>[Br:29][C:15]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=2)=[C:7]2[C:16]=1[CH:17]=[CH:18][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:6]2

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 67184N-bromobutanimideHCID 86082471HCID 86082471, compound

Product 1

HCID 86082476HCID 86082476, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixed solution of 2.2 g of the above-mentioned 2-tert-butyl-9-(naphthalene-2-yl)anthracene, 3.7 g of N-bromosuccinimide and 30 ml of dimethylformamide was stirred under nitrogen gas stream at room temperature for 1 hour. 50 ml of water was injected thereto to extract 100 ml of dichloromethane therefrom. The organic layer was washed twice in 50 ml of water, dried by magnesium sulfate and thereafter concentrated by evaporation. The organic layer was purified by silica gel column chromatography to obtain 10-bromo-2-tert-butyl-9-(naphthalene-2-yl)anthracene.

Workup

  1. extractionto extract 100 ml of dichloromethane
  2. washThe organic layer was washed twice in 50 ml of water
  3. dry with materialdried by magnesium sulfate
  4. concentrationconcentrated by evaporation
  5. customThe organic layer was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-0870383104f949a9a43cdf3d34f0dc8c
Source dataset
uspto-grants-2011_12
Patent number
US08084146B2

Reaction notes

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