Reaction #595333

Reaction equation

3-fluoro-4-hydroxybenzaldehyde

2-bromoethanol

potassium carbonate

→

3-Fluoro-4-(2-hydroxyethoxy)benzaldehyde

Solvents

DMF

Conditions

Workup

1. 1
   FiltrationThe mixture is then filtered
2. 2
   Otherthe filtrate is freed from the solvent on a rotary evaporator
3. 3
   workup.ADDITION20 ml of sat. aqueous sodium bicarbonate solution are added
4. 4
   OtherThe phases are separated
5. 5
   Dryingthe organic phase is dried over magnesium sulfate
6. 6
   OtherThe solvent is removed on a rotary evaporator
7. 7
   OtherThe product obtained
8. 8
   Otheris used without further purification in the subsequent reaction

Procedure

5.00 g (35.69 mmol) of 3-fluoro-4-hydroxybenzaldehyde are dissolved in 50 ml of dry DMF. 5.35 g (42.82 mmol) of 2-bromoethanol and 19.73 g (142.74 mmol) of potassium carbonate are added. The reaction mixture is stirred at 150° C. for 10 h. The mixture is then filtered, and the filtrate is freed from the solvent on a rotary evaporator. The residue is taken up in 30 ml of ethyl acetate, and 20 ml of sat. aqueous sodium bicarbonate solution are added. The phases are separated and the organic phase is dried over magnesium sulfate. The solvent is removed on a rotary evaporator. The product obtained is used without further purification in the subsequent reaction.

Source