Aluminium lithium hydride → Ethanol, 2-[(2,2,2-trifluoro-1-methylethyl)amino]-

To a solution of 2-methyl-2-(trifluoromethyl)oxazolidine (39) (5.58 g, 36.0 mmol, Eq: 1.00) in tetrahydrofuran (30 ml) at 0° C. was added lithium aluminum hydride (2M solution in tetrahydrofuran) (18.0 ml, 36.0 mmol, Eq: 1.00) and the reaction mixture was stirred at room temperature for 1 hr, quenched slowly with 1 ml of cold water, stirred for 20 min. Then 1 ml of 1N NaOH aq. solution was added and the reaction mixture was stirred for 10 m in. 3 ml of water were added and the reaction mixture was stirred for 1 hr. Granular salt was formed. The white solid was filtered off, washed with diethyl ether (100 ml). The mixture was concentrated to obtain a crude product 2-(1,1,1-trifluoropropan-2-ylamino)ethanol (40) (oil, 5.50 g, 35.0 mmol, 97.3% yield) which was used as such in the next step.

1. customquenched slowly with 1 ml of cold water
2. stirringstirred for 20 min
3. additionThen 1 ml of 1N NaOH aq. solution was added
4. stirringthe reaction mixture was stirred for 10 m in
5. addition3 ml of water were added
6. stirringthe reaction mixture was stirred for 1 hr
7. customGranular salt was formed
8. filtrationThe white solid was filtered off
9. washwashed with diethyl ether (100 ml)
10. concentrationThe mixture was concentrated

ORD-Eintrag

ord-b936f9bb87574f629c7833ff56158075

Quelldatensatz

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09045486B2