| Identification | Back Directory | [Name]
1,3-oxazinane | [CAS]
14558-49-7 | [Synonyms]
1,3-oxazinane
tetrahydro-2H-1,3-Oxazine
2H-1,3-Oxazine, tetrahydro- | [Molecular Formula]
C4H9NO | [MDL Number]
MFCD13191587 | [MOL File]
14558-49-7.mol | [Molecular Weight]
87.12 |
| Hazard Information | Back Directory | [Synthesis]
Synthesis of 1,3-oxazinane (41): 3-amino-1-propanol (15 mmol) and paraformaldehyde (15 mmol) were dissolved in 20 mL of anhydrous ethanol. The reaction mixture was stirred at room temperature overnight under nitrogen protection. Upon completion of the reaction, the ethanol solvent was removed by distillation under reduced pressure. Subsequently, the product was subjected to decompression distillation (37-39 °C, 1.2 mmHg) to afford 1,3-oxazinane in the form of a colorless liquid in 57% yield. The structure of the product was confirmed by the following characterization data: 1H NMR (CDCl3) δ 4.29 (s, 2H), 3.79 (t, 2H, J = 5.3 Hz), 2.91 (t, 2H, J = 5.5 Hz), 1.50 (qu, 2H, J = 5.4 Hz); 13C NMR (CDCl3) δ 80.1, 67.7, 44.1, 28.2 ; HRMS (FAB) calculated value C4H10NO ([M + H]+): 88.0756, measured value: 88.0760. | [References]
[1] Journal of Organic Chemistry, 2008, vol. 73, # 15, p. 5766 - 5775
[2] Patent: WO2008/144933, 2008, A1. Location in patent: Page/Page column 77-78
[3] Recueil des Travaux Chimiques des Pays-Bas, 1959, vol. 78, p. 289,309
[4] Recueil des Travaux Chimiques des Pays-Bas, 1959, vol. 78, p. 289,309 |
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