Phenol → HCID 25248372, compound

HRID 1592816Notes

Reaction equation

HRID 1592816 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[F:11].[C:12]1([OH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[H-].[Na+]>CN(C=O)C.CCOC(C)=O>[F:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[O:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 3

HCID 996PhenolHCID 24758Sodium hydrideHCID 1230531,2-Difluoro-4-nitrobenzene

Product 1

HCID 25248372HCID 25248372, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

1,2-Difluoro-4-nitrobenzene (21.6 g) and phenol (14.0 g) were dissolved in 100 mL of DMF and cooled to 0° C. NaH (6.5 g) was added portionwise and the reaction mixture was stirred at room temperature overnight. The reaction mixture was taken up in EtOAc and washed with water and brine, and dried over Na2SO4. The solution was concentrated to provide 2-fluoro-4-nitro-1-phenoxybenzene as an oil, which was used in Step B without further purification.

Workup

  1. washwashed with water and brine
  2. dry with materialdried over Na2SO4
  3. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-0a573c81e2524dfd86e986f24a099a0a
Source dataset
uspto-grants-2007_11
Patent number
US07294616B2

Reaction notes

Loading…