4'-Hydroxyacetophenone → 1-[4-(3-Chloropropoxy)phenyl]ethanone

HRID 985724Notes

Reaction equation

HRID 985724 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][C:14]([Cl:16])=O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:16][CH2:14][CH2:13][CH2:12][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 74694'-HydroxyacetophenoneHCID 11430Potassium CarbonateHCID 84944Propanoyl chloride, 3-bromo-

Product 1

HCID 126856131-[4-(3-Chloropropoxy)phenyl]ethanone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 4′-hydroxyacetophenone (20 mmol, 2.72 g), 3-bromopropionyl chloride (21 mmol, 2.07 mL) and potassium carbonate (4.14 g, 30.0 mmol) in acetone (50 mL) was heated at reflux for overnight. The salt was filtered off. The solvent was evaporated. After drying in vacuo, the title compound (4.24 g) was collected.

Workup

  1. temperatureat reflux for overnight
  2. filtrationThe salt was filtered off
  3. customThe solvent was evaporated
  4. customAfter drying in vacuo
  5. customthe title compound (4.24 g) was collected

Sources & evidence

ORD record
ord-79aed0dff7c641c4ac666a0afe501f33
Source dataset
uspto-grants-2005_03
Patent number
US06872834B2

Reaction notes

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