Water → 1-(4-Methoxy-3,5-dimethylphenyl)propan-1-one

HRID 2309402Notes

Reaction equation

HRID 2309402 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[O:9][CH3:10].[Cl-].[Al+3].[Cl-].[Cl-].O.[C:16](Cl)(=[O:19])[CH2:17][CH3:18]>C(Cl)Cl>[CH3:1][C:2]1[CH:7]=[C:6]([C:16](=[O:19])[CH2:17][CH3:18])[CH:5]=[C:4]([CH3:8])[C:3]=1[O:9][CH3:10]

Participants

6

Reactant 4

HCID 962WaterHCID 62324Propionyl chlorideHCID 660882,6-DimethylanisoleHCID 6451240Aluminum(III) Chloride

Product 1

HCID 129634181-(4-Methoxy-3,5-dimethylphenyl)propan-1-oneYield 97.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

13.6 g of 2,6-dimethylanisole was dissolved in 30 ml of methylene chloride, and 16 g of anhydrous aluminum chloride was added. Then, with water cooling, 11 g of propionyl chloride was added dropwise. The mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water, and the organic layer was separated and washed with water. The solvent was evaporated to give 18.7 g of 2,6-dimethyl-4-propionylanisole.

Workup

  1. customthe organic layer was separated
  2. washwashed with water
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-a533f31cbc8c4e4e951885f11f150b1e
Source dataset
uspto-grants-1987_09
Patent number
US04695581

Reaction notes

Loading…