Reaction #471962

Reaction equation

potassium chloride

methyl 4-hydroxy-3-methoxybenzoate

3-bromo-1-chloropropane

potassium carbonate

→

methyl 4-(3-chloropropoxy)-3-methoxybenzoate

Yield 98.2%

Solvents

acetone

Conditions

Workup

1. 1
   OtherIn a 50 mL volume glass flask equipped with a stirrer
2. 2
   TemperatureThe resulting mixture was refluxed
3. 3
   Filtrationthe reaction mixture was filtered

Procedure

In a 50 mL volume glass flask equipped with a stirrer, a thermometer, a dropping funnel and a reflux condenser were placed 1.02 g (5.49 mmol) of methyl 4-hydroxy-3-methoxybenzoate (purity: 98 wt. %), 2.12 g (13.2 mmol) of 3-bromo-1-chloropropane (purity: 98 wt. %), 1.16 g (8.24 mmol) of potassium carbonate (purity: 98 wt. %), 1.02 g (13.7 mmol) of potassium chloride, and 10 mL of acetone. The resulting mixture was refluxed under stirring at 55-60° C. in an argon gas atmosphere for 10 hours. After the reaction was complete, the reaction mixture was filtered. Analysis of the filtrate by high performance liquid chromatography (absolute quantitative analysis) indicated that 1.39 g (reaction yield: 98.2%) of methyl 4-(3-chloropropoxy)-3-methoxybenzoate was produced.

Source