Dimethylformamide → HCID 86082406, compound

HRID 659921Notes

Reaction equation

HRID 659921 reaction equation
[C:1]([C:5]1[CH:18]=[CH:17][C:16]2[C:7](=[C:8]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][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:26]N1C(=O)CCC1=O.CN(C)C=O>O>[Br:26][C:15]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][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 86082402HCID 86082402, compound

Product 1

HCID 86082406HCID 86082406, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixed solution of 6 g of the above-mentioned 2-tert-butyl-9-(4-chlorophenyl)anthracene, 3.5 g of N-bromosuccinimide and 55 g of dimethylformamide was stirred under nitrogen gas stream at room temperature for 3 hours. 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-(4-chlorophenyl)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-d22e53510a5a40379758cdb4c898c44c
Source dataset
uspto-grants-2011_12
Patent number
US08084146B2

Reaction notes

Loading…