Water → HCID 59809541, compound

HRID 2114484Notes

Reaction equation

HRID 2114484 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[C:5]#[N:6].[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[OH:20].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[C:5]#[N:6]

Participants

6

Reactant 4

HCID 962WaterHCID 72442-BromophenolHCID 11430Potassium CarbonateHCID 27833993-Fluoro-4-nitrobenzonitrile

Product 1

HCID 59809541HCID 59809541, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-fluoro-4-nitrobenzonitrile (6.3 g; 37.93 mmol) and 2-bromophenol (4.4 mL; 37.94 mmol) in DMF (50 mL) was added potassium carbonate (6.29 g; 45.51 mmol). The mixture was stirred for 5 h at rt. Water (100 mL) was added, and a precipitate formed. The solid was separated via filtration, washed with water, and dried to yield 11.20 g (92.5%) of 3-(2-bromo-phenoxy)-4-nitrobenzonitrile, 1a.

Workup

  1. customa precipitate formed
  2. customThe solid was separated via filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-feea0362e33c4720adc4ea376a5cc468
Source dataset
uspto-grants-2008_10
Patent number
US07432257B2

Reaction notes

Loading…