Reaction #54663

Reaction equation

p-menth-3-oyl chloride

Sodium bicarbonate

glycine ethyl ester hydrochloride

→

N-p-menth-3-oylglycine ethyl ester

Solvents

ether

water

Conditions

Workup

1. 1
   OtherAt the end of this time the ether layer was separated
2. 2
   Dryingdried (MgSO4)
3. 3
   OtherRemoval of the solvent
4. 4
   workup.WAITleft an oily solid (12.3 g.)
5. 5
   workup.DISTILLATIONThis was distilled under reduced pressure

Procedure

Sodium bicarbonate (8.4 g., 0.1 mole) and glycine ethyl ester hydrochloride (7 g. 0.05 mole) were dissolved in water (100 ml.), and a solution of p-menth-3-oyl chloride (10 g., 0.05 mole) in ether (50 ml.) was added and the mixture stirred vigorously at room temperature for 2 hours. At the end of this time the ether layer was separated and dried (MgSO4). Removal of the solvent left an oily solid (12.3 g.). This was distilled under reduced pressure to yield N-p-menth-3-oylglycine ethyl ester, bp. 150- 2°/0.1 mm. as a colourless liquid which rapidly solidified.

Source