Water → (4-Methyloxan-4-yl)methanamine

Temperatur

0 °C

To a solution of 4-methyltetrahydro-2H-pyran-4-carbonitrile (1.8 g, 14.38 mmol) in THF (30 mL) was added carefully 1M LAH/THF (21.57 mL, 21.57 mmol) at 0° C. The reaction mixture was stirred for 15 min at 0° C., allowed to warm to ambient temperature and stirred for ˜3 hours at ambient temperature. To the reaction mixture was carefully added water (0.9 mL), 1N aqueous NaOH (2.7 mL) and water (0.9 mL) [Caution: gas development!]. The mixture was vigorously stirred for 30 min. The precipitate was filtered off and rinsed with THF. The solution was concentrated in vacuo providing crude (4-methyltetrahydro-2H-pyran-4-yl)methanamine as a yellowish solid, which was directly used in the next step without further purification. Yield: 1.54 g. LCMS (m/z): 130.1 [M+H]+; Retention time=0.21 min.

1. temperatureto warm to ambient temperature
2. stirringstirred for ˜3 hours at ambient temperature
3. stirringThe mixture was vigorously stirred for 30 min
4. filtrationThe precipitate was filtered off
5. washrinsed with THF
6. concentrationThe solution was concentrated in vacuo

ORD-Eintrag

ord-d5639e8ad0fc4d4b8a5329aff82820ec

Quelldatensatz

uspto-grants-2013_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08415381B2