1-Iodooctane → HCID 15290418, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 64 mg (0.00127 mol) of NaH in 1 mL of DMF at 0° C. was added a partial solution of 200 mg (0.00063 mol) of the product of Step F. The reaction was stirred at 0° C. for 30 minutes. Then, 304 mg (0.00127 mol) of 1-iodooctane was added and stirring continued for an additional 30 minutes at 0° C. The reaction mixture was poured into ice-water and extracted with Et2O. The Et2O extract was washed with brine, dried (MgSO4) and concentrated. The residue was purified by passing through a silica gel column eluting with EtOAc:Hexanes (1:4) to give 240 mg of a clear oil. 1H NMR (CDCl3) d 7.40 (m, 1H), 7.20 (d, 1H), 6.98 (Ab q, 2H), 3.92 (t, 2H), 2.80 (m, 2H), 1.70-2.20 (m, 4 H), 1.20-1.45 (m, 12H), 0.90 (t, 3H).

Provenance & Evidence