Reaction #10212

Reaction equation

hydrochloric acid

1,3-Dimethoxybenzene

p-anisoyl chloride

aluminum chloride

→

(2,4-dimethoxy-phenyl)-(4-methoxy-phenyl)-methanone

Solvents

methylene chloride

Conditions

Workup

1. 1
   workup.STIRRINGwith stirring
2. 2
   workup.STIRRINGAfter stirring an additional 15 minutes
3. 3
   OtherThe organic fraction was separated
4. 4
   Washwashed with water
5. 5
   OtherThe solvent was removed on a rotary evaporator
6. 6
   Otherleaving an oily product that
7. 7
   Washwashed with two 50 mL ortions of pentane
8. 8
   Otherdried

Procedure

1,3-Dimethoxybenzene (13.8 g) and p-anisoyl chloride (17 g) were dissolved in a reaction flask containing 200 mL of methylene chloride and stirred at room temperature. Anhydrous aluminum chloride (15 g) was added slowly to the reaction mixture over a period of 15 minutes with stirring. After stirring an additional 15 minutes, the contents of the flask were carefully poured into 200 mL of a mixture of ice and dilute hydrochloric acid. The organic fraction was separated and washed with water. The solvent was removed on a rotary evaporator leaving an oily product that solidified on standing. This solid was broken-up, washed with two 50 mL ortions of pentane, and dried, yielding (2,4-dimethoxy-phenyl)-(4-methoxy-phenyl)-methanone.

Source