Aluminium lithium hydride → Methyl(2-(morpholin-4-yl)ethyl)amine

Temperatur

2.5 °C

Into a 250-mL 3-necked round bottom flask, was placed a solution of LiAlH4 (7.72 g, 208.65 mmol, 3.00 equiv) in tetrahydrofuran (60 mL). To this was added dropwise a solution of tert-butyl 2-morpholinoethylcarbamate (16 g, 62.61 mmol, 1.00 equiv, 90%) in tetrahydrofuran (40 mL) with stirring at 0-5° C. The resulting solution was stirred for 2 h at 70° C. in a oil bath. The reaction was then quenched by the addition of 7.7 mL of water, 7.7 mL of 15% sodium hydroxide, and 23.1 mL of water. The solids were filtered out. The mixture was dried over sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with dichloromethane:methanol (0.5% triethylamine) (20:1). This resulted in 4.2 g (42%) of N-methyl-2-morpholinoethanamine as brown oil.

1. customInto a 250-mL 3-necked round bottom flask, was placed
2. stirringThe resulting solution was stirred for 2 h at 70° C. in a oil bath
3. customThe reaction was then quenched by the addition of 7.7 mL of water, 7.7 mL of 15% sodium hydroxide, and 23.1 mL of water
4. filtrationThe solids were filtered out
5. dry with materialThe mixture was dried over sodium sulfate
6. concentrationconcentrated under vacuum
7. washeluted with dichloromethane
8. customThis resulted in 4.2 g (42%) of N-methyl-2-morpholinoethanamine as brown oil

ORD-Eintrag

ord-36f82f56cd9d413c91abc673db6687fe

Quelldatensatz

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09289429B2