5-Methyl-2-hepten-4-one (natural) → S-(5-methyl-4-oxoheptan-2-yl) ethanethioate

関与物質

反応条件

反応手順

A reaction flask was charged with 5-methyl-2-hepten-4-one (200 g, 1.59 mol) and piperidine (6.6 g), and cooled to 15° C. using a cooling bath. Thioacetic acid (241 g, 3.17 mol) was subsequently added to the reaction flask dropwise through an addition funnel The feeding was exothermic. The reaction temperature was kept below 25° C. After the addition was completed, the cooling bath was removed while the reaction was stirred for another hour at room temperature. The reaction mixture was then transferred into a separatory funnel. The organic layer was washed with sodium bicarbonate solution (10%, 250 mL) followed by brine (250 mL), and dried with magnesium sulfate. Further distillation of the obtained crude product under a vacuum (at 78° C. with a pressure of 11.0 mmHg) provided S-(5-methyl-4-oxoheptan-2-yl) ethanethioate (288.0 g) (about 90% yield with a purity over 97% monitored with gas chromatography).

情報源と証拠