Reaction #502056

Reaction equation

3-aminophenoxyacetic acid methylester

sodium carbonate

benzyl chloride

→

3-Dibenzylaminophenoxyacetic acid methylester

Conditions

Workup

1. 1
   FiltrationThe insoluble salt is filtered off
2. 2
   Washwashed with 100 ml of ethyl acetate
3. 3
   workup.WAITThe combined filtrates are kept at 5° C. for 12 h
4. 4
   ExtractionAfter the extraction with water and brine
5. 5
   Dryingthe organic phase is dried with sodium sulfate
6. 6
   Otherthe solvent is removed in vacuum (50° C., 10−2 mbar)

Procedure

10 g of 3-aminophenoxyacetic acid methylester are solved in 19 g benzyl chloride. Subsequently, 14 g of sodium carbonate are added portionwise and the temperature is raised to 100° C. The reaction mixture is stirred at this temperature for 3 hours. The insoluble salt is filtered off and washed with 100 ml of ethyl acetate. The combined filtrates are kept at 5° C. for 12 h. After the extraction with water and brine, the organic phase is dried with sodium sulfate and the solvent is removed in vacuum (50° C., 10−2 mbar). Yield: 22 g (dark oil).

Source