3-Ethylphenol → (4-Ethyl-2-hydroxyphenyl)(3-fluorophenyl)methanone

HRID 1391335Notes

Reaction equation

HRID 1391335 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1)[CH3:2].[F:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=1)[C:14](Cl)=[O:15].[Cl-].[Al+3].[Cl-].[Cl-]>ClC(Cl)C(Cl)Cl>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:14]([C:13]2[CH:17]=[CH:18][CH:19]=[C:11]([F:10])[CH:12]=2)=[O:15])=[C:5]([OH:9])[CH:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 121013-EthylphenolHCID 743763-Fluorobenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 13838750(4-Ethyl-2-hydroxyphenyl)(3-fluorophenyl)methanone

Reagents, catalysts & solvents 1

HCID 65911,1,2,2-TetrachloroethaneSolvent

Conditions

Temperature
105 °C

Procedure

This compound was prepared from 3-ethylphenol (12.2 g), 3-fluorobenzoyl chloride (17.5 g) and aluminium chloride (26.7 g) in 1,1,2,2-tetrachloroethane (75 ml) using the same conditions as in Example 2, but heating under reflux, not at 105° C. The product was purified by chromatography on a silica column m.p. between 0° and 20° C. ηo22 1.5962. The same product was obtained using the method of Example 4.

Workup

  1. temperatureheating
  2. customThe product was purified by chromatography on a silica column m.p. between 0° and 20° C. ηo22 1.5962
  3. customThe same product was obtained

Sources & evidence

ORD record
ord-52b8e87add01409395cee6482e7eb0ae
Source dataset
uspto-grants-1979_02
Patent number
US04141995

Reaction notes

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