Formaldehyde → 3-(1,3-Oxazinan-3-YL)propan-1-OL

Temperature

90 °C

To a glass reaction vessel equipped with stirrer, thermometer, and condenser fitted with a water trap is added di-(3-hydroxypropyl) amine (3.0 mole, 399 g.) and toluene (500 g.). Paraformaldehyde (3.15 mole, 90% pure, 105 g.) is weighed out and about 1/3 is added to the amine solution. The resulting mixture is stirred and heated to 90° C. while slowly adding the remaining paraformaldehyde in about 70 minutes. The reaction is heated to reflux and the water separated. After 4 hours, a total of 63 ml. of water is removed. Toluene is removed at reduced pressure. The residue is distilled at high vacuum to yield 3-(γ-hydroxypropyl)tetrahydro-1,3-oxazine.

1. customTo a glass reaction vessel
2. customequipped with stirrer
3. customthermometer, and condenser fitted with a water trap
4. temperatureThe reaction is heated
5. temperatureto reflux
6. customthe water separated
7. customof water is removed
8. customToluene is removed at reduced pressure
9. distillationThe residue is distilled at high vacuum

ORD record

ord-89c86ce49c384346b9e4ebcb96f0fb50

Source dataset

uspto-grants-1977_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04032686