Reaction #65642

Reaction equation

1-(2-Methoxyphenyl)piperazine

atropic acid

→

product

α-{1-[4-(2-Methoxyphenyl)piperazinyl]methyl}-benzeneacetic acid

Solvents

ethanol

Conditions

Workup

1. 1
   Temperatureunder reflux for 18 hours
2. 2
   Otherevaporated in vacuo
3. 3
   OtherThe solid was triturated with acetone (3×100 ml)

Procedure

1-(2-Methoxyphenyl)piperazine (22.6 g; 0.118 mol) and atropic acid (174 g, 0.118 moll in ethanol (300 ml) were heated under reflux for 18 hours, cooled to room temperature, and evaporated in vacuo. The solid was triturated with acetone (3×100 ml) to give a first crop of product (13.8 g) as white crystals. The filtrate was evaporated in vacuo to give an oil which slowly crystallised over 1 month. The solid was triturated with acetone (200 ml) to give a second crop of the hemihydrate of the product (9.01 g) as white crystals, m.p. 160°-163°. (Found: C, 68.4; H, 7.2; N, 7.9. C20H24N2O3.0.5H2O requires C, 68.8; H, 7.2; N, 8.0%.)

Source