Sodium Methoxide → HCID 18448749, compound

HRID 1269575Notes

Reaction equation

HRID 1269575 reaction equation
[CH3:1][O-:2].[Na+].[Br:4][C:5]1[CH:6]=[C:7](F)[CH:8]=[C:9]([Br:21])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1>CN(C)C=O>[Br:4][C:5]1[CH:6]=[C:7]([O:2][CH3:1])[CH:8]=[C:9]([Br:21])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 18448750HCID 18448750, compound

Product 1

HCID 18448749HCID 18448749, compoundYield 52.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

Sodium methylate (2.2 g) was added to a solution of 3,5-dibromo-4-(4-nitrophenoxy)fluorobenzene (10 g) and dimethylformamide (25 mL). The reaction mixture was heated at 100° C. for 15 minutes. After cooling down to room temperature, concentration and purification on column (silica gel, ethyl acetate/petrolium ether, 1:9), 5.4 g of 3,5-dibromo-4-(4-nitrophenoxy)anisole was obtained.

Workup

  1. temperatureAfter cooling down to room temperature
  2. concentrationconcentration and purification on column (silica gel, ethyl acetate/petrolium ether, 1:9)

Sources & evidence

ORD record
ord-289924d7c3824c9a9a8b49e1d9137819
Source dataset
uspto-grants-2007_04
Patent number
US07199265B2

Reaction notes

Loading…