Potassium Carbonate → HCID 22314510, compound

HRID 966092Notes

Reaction equation

HRID 966092 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([F:8])[CH:7]=1.[F:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15]Br)=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([O:9][CH2:15][C:14]2[CH:17]=[CH:18][C:11]([F:10])=[CH:12][CH:13]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 680214-Fluorobenzyl bromideHCID 759283,5-Difluorophenol

Product 1

HCID 22314510HCID 22314510, compoundYield 103.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 3,5-difluorophenol (1 1.0 g, 84.6 mmol), 4-fluorobenzylbromide (16.5 g, 84.6 mmol) and potassium carbonate (12.7 g, 92.2 mmol) in acetone (50 mL) was heated under reflux for 6 h. After cooling to room temperature, the mixture was filtered and the filtrate evaporated. The residue was dissolved in diethyl ether, washed with sodium cabonate (saturated solution), dried over sodium sulfate, filtered and evaporated to leave the title compound (20.8 g, 96%) as a light yellow liquid. MS: m/e=238.1 (M+).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 6 h
  3. filtrationthe mixture was filtered
  4. customthe filtrate evaporated
  5. dissolutionThe residue was dissolved in diethyl ether
  6. washwashed with sodium cabonate (saturated solution)
  7. dry with materialdried over sodium sulfate
  8. filtrationfiltered
  9. customevaporated

Sources & evidence

ORD record
ord-4a8e5e5305b64216910dc476d5e20bee
Source dataset
uspto-grants-2005_10
Patent number
US06951884B2

Reaction notes

Loading…