Sodium Bicarbonate → (r)-5-(4-Chlorophenyl)-3,4-dihydro-2h-pyrrole-2-carboxylic acid ethyl ester

Participants

Reaction Steps

A 4 N hydrochloric acid-ethyl acetate solution (30 mL) was dropwise added to an ethyl acetate solution (30 mL) of (R)-2-tert-butoxycarbonylamino-5-(4-chlorophenyl)-5-oxopentanoic acid ethyl ester (5.6 g) at room temperature. The resulting reaction solution was stirred at room temperature for 2 hr and concentrated under reduced pressure to give 5.0 g of a yellow oily substance. To an ethyl acetate solution (100 mL) of this crude product, a saturated sodium hydrogencarbonate aqueous solution (100 mL) was dropwise added. The resulting reaction solution was stirred at room temperature for 20 min and then extracted with ethyl acetate. The extract solution was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give 3.5 g of the title compound as a light yellow oily substance. The physical property values of this compound were as follows:

Provenance & Evidence