Potassium Carbonate → 2-Bromo-1-(3-fluorobenzyloxy)-4-nitrobenzene

HRID 877101Notes

Reaction equation

HRID 877101 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1F.[F:12][C:13]1[CH:14]=[C:15]([CH2:19][OH:20])[CH:16]=[CH:17][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:20][CH2:19][C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([F:12])[CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 680083-Fluorobenzylic alcoholHCID 696992-Bromo-1-fluoro-4-nitrobenzene

Product 1

HCID 218748002-Bromo-1-(3-fluorobenzyloxy)-4-nitrobenzeneYield 92%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The mixture of 2-bromo-1-fluoro-4-nitrobenzene (5 g), (3-fluorophenyl)methanol (2.86 g) and K2CO3 (9.4 g) in Acetone (50 mL) was refluxed for 4 h. The solid was filtered and the solvent was removed. The obtained yellow solid was recrystallized from EtOAc/Hexane to provide brown solid (6.8 g). Yield: 92%.

Workup

  1. temperaturewas refluxed for 4 h
  2. filtrationThe solid was filtered
  3. customthe solvent was removed
  4. customThe obtained yellow solid was recrystallized from EtOAc/Hexane

Sources & evidence

ORD record
ord-148cea4396cb4492aacbada4a9725cb3
Source dataset
uspto-grants-2015_03
Patent number
US08987284B2

Reaction notes

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