Reaction #2487410

Reaction equation

lipoic acid

N-hydroxysuccinimide

EDC

→

(R)-Lipoamide

Solvents

CH2Cl2

ethyl acetate

Conditions

Workup

1. 1
   Washwashed with H2O (500 mL), saturated aqueous NaHCO3 (500 mL), saturated aqueous NaCl (500 mL)
2. 2
   Dryingdried (MgSO4)
3. 3
   OtherThe drying agent was removed by filtration
4. 4
   Concentrationthe filtrate was concentrated to dryness
5. 5
   Othergiving the product as

Procedure

A solution of lipoic acid (25.6 g, 124 mmol), N-hydroxysuccinimide (15.6 g, 136 mmol), and EDC (26.1 g, 136 mmol) in anhydrous CH2Cl2 (300 mL) was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate (500 mL) and washed with H2O (500 mL), saturated aqueous NaHCO3 (500 mL), saturated aqueous NaCl (500 mL) and dried (MgSO4). The drying agent was removed by filtration and the filtrate was concentrated to dryness giving the product as a yellow sold (35.4 g, 94%).

Source