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

温度

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). This was followed by the addition of a solution of tert-butyl 2-morpholinoethylcarbamate (16 g, 62.61 mmol, 1.00 equiv, 90%) in tetrahydrofuran (40 mL) dropwise 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レコード

ord-16d1fdfc315f499c8a3fd13ad2779efa

出典データセット

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09301951B2