Reaction #1840

Reaction equation

n-heptane ethyl acetate

quinolinecarboxylic acid

glycine benzyl ester tosylate

HOBT

→

oily product

Yield 129.7%

3-Benzyloxy-6-(2-propyloxy)quinoline-2-carboxylic acid

Yield 129.7%

Solvents

methylene chloride

Conditions

Procedure

2.7 g (8 mmol) of the above quinolinecarboxylic acid were reacted with 2.7 g (8 mmol) of glycine benzyl ester tosylate, 4.4 ml (32 mmol) of NEM, 1.35 g (10 mmol) of HOBT and 3.6 g (8.8 mmol) of CMC in 300 ml of anhydrous methylene chloride at 20° C. for 24 hours, analogously to Example 25g). After working up and chromatography over silica gel with n-heptane/ethyl acetate (3:2), 3.5 g of oily product were obtained.

Source