4-Pentylaniline → HCID 131727457, compound

Participants

Reaction Steps

To a stirred solution of (S)—N-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (10.0 g, 36.1 mmol) and 4-pentylaniline (4.91 g, 30.1 mmol) in chloroform (150 mL) was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (6.92 g, 36.1 mmol). The reaction was allowed to proceed overnight and then washed with aqueous sodium bicarbonate solution, dried (sodium sulfate) and concentrated to afford crude product as an off-white, foamy solid. This material was used in the next step without further purification.

Provenance & Evidence