Reaction #58634

Reaction equation

N-methoxy-N-methylacetamide

3-bromobenzylmagnesium bromide

→

title compound

1-(3-bromophenyl)acetone

Solvents

ether

Conditions

Workup

1. 1
   Otherthe reaction mixture was partitioned between hexane and saturated aqueous ammonium chloride
2. 2
   OtherThe organic layer was separated
3. 3
   Washwashed with brine
4. 4
   Dryingdried over anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated to dryness

Procedure

To a solution of N-methoxy-N-methylacetamide (10 g, 0.10 mol) in 200 mL of ether at 0° C. was added 3-bromobenzylmagnesium bromide (0.25 M, 200 mL, 50 mmol). After stirring at 0° C. for 2 h, the reaction mixture was partitioned between hexane and saturated aqueous ammonium chloride. The organic layer was separated, washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated to dryness to give the title compound, which was used without further purification. 1H NMR (500 MHz, CD3OD): δ 7.5-7.1 (m, 4H), 3.78 (s, 2H), 2.19 (s, 3H).

Source