HCID 54028697, compound → HCID 53712757, compound

Participants

Reaction Steps

A solution of 50 mg (0.12 mmol) of 3-[4-(1,2-Diphenyl-but-1-enyl)-phenyl]-N,N-diethyl acrylamide (see Example 2) and 3 mg of tris(triphenylphosphine)-rhodium(I) chloride (Wilkinson's catalyst) in 1 mL dry toluene was stirred over an atmosphere of H2 gas at 50° C. for 16 h. The solution was cooled to RT and the toluene removed in vacuo. Purification of the residue by silica gel flash chromatography using hexane/ethyl acetate 2/1 as eluent afforded 48 mg (95%) of the desired compound named above of the desired compound named above as a clear, colorless oil: 1H NMR (CDCl3, 300 MHz) s 7.37-7.11 (m, 10H), 6.85 (d, 2H, J=8.3), 6.78 (d, 2H, J=8.3), 3.31 (q, 2H, J=7.1), 3.08 (q, 2H, J=7.3), 2.81 (t, 2H, J=8.3), 2.44 (m, 4H), 1.03 (m, 6H), 0.91 (t, 3H, J=7.3); low resolution MS m/e 412 (MH+); Anal. (C29H33NO) C, H, N. [see, for example (i), Scheme C, supra].

Provenance & Evidence