Acetyl chloride → 1-(2,4-Dimethoxyphenyl)ethanone

HRID 486422

Reaction equation

HRID 486422 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[CH:4]=1.[C:11](Cl)(=[O:13])[CH3:12].[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([O:9][CH3:10])[CH:6]=[CH:7][C:8]=1[C:11](=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 90251,3-DimethoxybenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 700161-(2,4-Dimethoxyphenyl)ethanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using a Perrier modification, Perrier, Chem. Ber., Vol. 33, pp. 819 et seq. (1900), and Perrier, Bull. Soc. Chim. France, pp. 859 et seq. (1904), 1,3-dimethoxybenzene (138.0 g) (which may be obtained from Aldrich Chemical Company, Inc., Milwaukee, Wis.) is reacted with acetyl chloride (72.0 g), methylene chloride (500 ml), and aluminum chloride (145.0 g) to provide 2',4'-dimethoxy-acetophenone, which may then be purified using standard vacuum fractional distillation.

Sources & evidence

ORD record
ord-ba47e44c9a6a4cb5a071b3c192b07bc6
Source dataset
uspto-grants-1994_03
Patent number
US05292719

Linked notes

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