1-[4-(Benzyloxy)phenyl]-2-bromoethan-1-one → 1-Ethyl-2-(4-benzyloxyphenyl)-8-hydroxymethylindolizine

Participants

Reaction Steps

3-Hydroxymethyl-2-n-propylpyridin was reacted with 4-benzyloxyphenacylbromide by the general synthetic principles outlined in example 1, step 2, to afford 1-ethyl-2-(4-benzyloxyphenyl)-8-hydroxymethylindolizine as yellow crystals in 83% yield. M.p. 144-145° C. MS(SP): m/z 357 (M+). 1H--NMR (DMSO-d6, 200 MHz) δ: 1.08 (t, 3 H); 2.83 (q, 2 H); 4.73 (d, 2 H); 5.12 (s, 2 H); 5.22 (t, 1 H); 6.43 (dd, 1 H); 6.66 (d, 1 H); 7.07 (d, 2 H); 7.28-7.53 (m, 8 H); 8.04 (d, 1 H).

Provenance & Evidence