Pyridine → 3,4-Dichlorophenyl acetate

HRID 229353Notes

Reaction equation

HRID 229353 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[Cl:8].[C:10](OC(=O)C)(=[O:12])[CH3:11].N1C=CC=CC=1>Cl>[C:10]([O:9][C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)(=[O:12])[CH3:11]

Participants

5

Reactant 3

HCID 1049PyridineHCID 72583,4-DichlorophenolHCID 7918Acetic Anhydride

Product 1

HCID 5194813,4-Dichlorophenyl acetate

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 3,4-dichlorophenol (Alfa Aesar, Ward Hill, Mass.) is treated with acetic anhydride and an appropriate base such as pyridine. When the reaction is complete the reaction mixture is diluted with aqueous hydrochloric acid and extracted with an organic solvent. The organic solvent is washed with water, dried over magnesium sulfate, filtered and rotary evaporated to give crude 1-acetoxy-3,4-dichlorobenzene that may be used with or without further purification in the following reaction.

Workup

  1. extractionextracted with an organic solvent
  2. washThe organic solvent is washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customrotary evaporated

Sources & evidence

ORD record
ord-844188edee31429abddfc8f81272209f
Source dataset
uspto-grants-2009_07
Patent number
US07563792B2

Reaction notes

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