Potassium Carbonate → 2-Fluoro-4-(4-fluoro-benzyloxy)-nitrobenzene

HRID 1827417Notes

Reaction equation

HRID 1827417 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[F:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Br)=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([O:11][CH2:17][C:16]2[CH:19]=[CH:20][C:13]([F:12])=[CH:14][CH:15]=2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 680214-Fluorobenzyl bromideHCID 5209483-Fluoro-4-nitrophenol

Product 1

HCID 221379402-Fluoro-4-(4-fluoro-benzyloxy)-nitrobenzeneYield 86%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 3-fluoro-4-nitrophenol (5.0 g, 32 mmol) and 4-fluorobenzyl bromide (6.3 g, 33 mmol) in acetone (50 mL) containing potassium carbonate (5.3 g, 38 mmol) was heated under reflux for 2 h. After cooling to room temperature the mixture was filtered and evaporated to leave the title compound (7.3 g, 86%) as a light yellow solid. MS: m/e=265.1 (M++H).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. filtrationwas filtered
  4. customevaporated

Sources & evidence

ORD record
ord-86e71235d39c47699458f133649424b2
Source dataset
uspto-grants-2006_05
Patent number
US07053245B2

Reaction notes

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