Phenol → HCID 54040772, compound

HRID 1605862Notes

Reaction equation

HRID 1605862 reaction equation
[F:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([CH:8](Br)[CH2:9][CH2:10][Cl:11])=[O:7])=[CH:4][CH:3]=1.[C:15]1([OH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[I-].[Na+].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[F:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([CH:8]([O:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:9][CH2:10][Cl:11])=[O:7])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 996PhenolHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 30165872-Bromo-4-chloro-1-(4-fluorophenyl)butan-1-one

Product 1

HCID 54040772HCID 54040772, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

The 1-p-Fluorobenzoyl-1-phenoxy-3-chloropropane is prepared as follows: a solution of 30 g. of 1-p-fluorobenzoyl-1-bromo-3-chloropropane in 100 cc. anhydrous acetone is added slowly, during half an hour and with stirring, to a suspension of 10.1 g. of phenol, 1.08 g. sodium iodide and 25.2 g. K2CO3 in 350 cc. anhydrous acetone. When the addition is complete, the mixture is refluxed for 12 hours. The solid contained therein is filtered off and the filtrate is evaporated to dryness under reduced pressure. The residual oil is fractionated in a vacuum and the product is collected as a yellow oil. (b.p. 165°-70°C/0.6 Torr).

Workup

  1. additionWhen the addition
  2. temperaturethe mixture is refluxed for 12 hours
  3. filtrationThe solid contained therein is filtered off
  4. customthe filtrate is evaporated to dryness under reduced pressure
  5. customthe product is collected as a yellow oil

Sources & evidence

ORD record
ord-5594c9fc5c174be0a5dd9d96b978b7d0
Source dataset
uspto-grants-1976_04
Patent number
US03951978

Reaction notes

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