Dibenzylamine → N,N-Dibenzyl-2-methyl-5-decyn-4-amine

Participants

Reaction Conditions

Reaction Steps

A 10 ml schlenk tube was charged with copper (I) bromide (3.6 mg, 0.025 mmol), (R,Sax)-[4-(2-diphenylphosphanylnaphthalen-1-yl)-phthalazin-1-yl]-(1-phenylethyl)-amine (15.4 mg, 0.028 mmol) and 4 Å molecular sieves (0.3 g). The schlenk tube was flushed with argon for 5 min and then toluene (2 ml) was added. The resulting suspension was stirred for 1 hr at 23° C. To the reaction mixture was subsequently added 1-hexyne (41 mg, 0.50 mmol), 3-methylbutanal (43 mg, 0.50 mmol) and dibenzylamine (99 mg, 0.50 mmol). The resulting reaction mixture was stirred at 23° C. for 5 days and purified by flash chromatography on silica gel to give 128 mg of the title compound as a colorless oil.

Provenance & Evidence