Reaction #44922

Reaction equation

2′-hydroxy-5′-methoxyacetophenone

sodium hydride

1-bromo-2-methylpropane

→

1-(2-isobutoxy-5-methoxyphenyl)ethanone

Solvents

dimethylformamide

Conditions

Workup

1. 1
   TemperatureThe mixture is heated for ten hours at 80° C.
2. 2
   Extractionextracted with ether
3. 3
   WashThe ether solution is washed with normal sodium hydroxide solution
4. 4
   DryingThe dried (Na2SO4) organic phase
5. 5
   Otheris evaporated under reduced pressure (8.2 g; 62%)

Procedure

A mixture of 10 g (0.06 mol) of 2′-hydroxy-5′-methoxyacetophenone, 2.6 g (0.066 mol) of 60% sodium hydride and 150 ml of dimethylformamide is heated for one hour at 80° C. 7.2 ml (0.066 mol) of 1-bromo-2-methylpropane are added dropwise. The mixture is heated for ten hours at 80° C. and is then poured into ice-water and extracted with ether. The ether solution is washed with normal sodium hydroxide solution. The dried (Na2SO4) organic phase is evaporated under reduced pressure (8.2 g; 62%).

Source