2-Fluoro-4-nitrophenol → HCID 57517503, compound

HRID 2277152Notes

Reaction equation

HRID 2277152 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH:20]1[CH2:22][CH2:21]1>CN(C=O)C.C(OCC)(=O)C>[CH:20]1([CH2:19][O:11][C:3]2[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=2[F:1])[CH2:22][CH2:21]1

Participants

6

Reactant 3

HCID 98252-Fluoro-4-nitrophenolHCID 11430Potassium CarbonateHCID 81503Bromomethylcyclopropane

Product 1

HCID 57517503HCID 57517503, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 2-fluoro-4-nitrophenol (10.0 g) in DMF (100 mL) were added potassium carbonate (17.6 g) and (bromomethyl)cyclopropane (9.26 mL), and the mixture was stirred with heating at 70° C. for 30 min. The reaction mixture was allowed to cool to room temperature, diluted with ethyl acetate, and washed with saturated brine. The obtained organic layer was subjected to silica gel column chromatography (NH, ethyl acetate), and the solvent was evaporated to give the title compound (13.8 g).

Workup

  1. temperatureto cool to room temperature
  2. washwashed with saturated brine
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-25a9d43b47f040a18de23fd8a345deba
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

Loading…