(4-Benzyl-1,4-oxazinan-2-yl)methanol

Chemical Properties

Uses

Synthesis

40987-25-5

40987-24-4

Step 3b: Synthesis of (4-benzylmorpholin-2-yl)methanol 20.3 g of 4-benzyl-2-chloromethylmorpholine, 3.5 mL of water and 45 mL of formamide (CAS: 75-12-7) were added to a 250 mL round-bottom flask in a unit equipped with a condenser tube and a thermometer under argon protection. The reaction mixture was heated to 215 °C and reacted under formamide reflux conditions for 3 h, followed by cooling to 50 °C using an ice water bath. An additional 3.5 mL of water was added and the reaction was continued at reflux for 2 hours. After the reaction solution was cooled to room temperature (20 °C), it was poured into 150 mL of ice water and the pH was adjusted to 12 with 50 mL of 10 M sodium hydroxide solution for two extractions. The organic phases were combined, washed with 50 mL of saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and subsequently dried under vacuum at 3 mbar for 1 hour. A final 13.4 g of (4-benzylmorpholin-2-yl) methanol was obtained as an amber colored oil (72% yield).

References