Pyridine → HCID 86739071, compound

Participants

Reaction Steps

Oleyl alcohol (40 g, Eastman) and anhydrous pyridine (10 ml) were added to a 100 ml round-bottom flask equipped with a magnetic stirrer. The mixture was stirred and cooled in an ice bath for five minutes. Butyryl chloride (15.0 g, 0.14 mol, Eastman) was added dropwise via an addition funnel. The reaction mixture was stirred for 15 minutes at 5° and at room temperature for an hour. It was then diluted with ether and filtered. The filtrate was dried over sodium sulfate. Volatiles were removed under vacuum. Distillation of the residual oil (163°-168°, 0.26-0.28 torr) gave 16.2 g (34%) of 3. NMR: δ 0.9 (m, 6 H, CH3), 1.1-2.4 (m, 32 H, CH2), 3.95 (t, J=6 Hz, CH2O), 5.3 (t, J=4.5 Hz, 2 H vinyl). IR: 3005 (olefinic-CH), 1740 (C=O), 1175 cm-1 (C--O--C)

Provenance & Evidence