反应详情

温度

-10 °C

LiAlH4 (4.2 g, 110 mmol) was suspended in anhydrous THF (60 mL) under nitrogen, cooled to −10° C. with stirring and a solution of 3-hydroxymethyl-morpholine-4-carboxylic acid tert-butyl ester (Intermediate 7; 4.1 g, 18.4 mmol) in THF (50 mL) was added dropwise. The reaction mixture was stirred for 20 minutes at 0° C., heated to reflux for 3 h and then stirred at room temperature overnight. The reaction mixture was cooled to −10° C. and quenched with the dropwise addition of 10% water in THF. The reaction mixture was diluted with THF (50 mL), stirred for 1 h at room temperature, filtered and the filtrate was concentrated in vacuo. The residue was dissolved in DCM, dried (MgSO4) and the solvent removed in vacuo to give (4-methyl-morpholin-3-yl)-methanol (2.05 g, 85%) as a colourless liquid.

1. stirringThe reaction mixture was stirred for 20 minutes at 0° C.
2. temperatureheated
3. temperatureto reflux for 3 h
4. stirringstirred at room temperature overnight
5. temperatureThe reaction mixture was cooled to −10° C.
6. customquenched with the dropwise addition of 10% water in THF
7. additionThe reaction mixture was diluted with THF (50 mL)
8. stirringstirred for 1 h at room temperature
9. filtrationfiltered
10. concentrationthe filtrate was concentrated in vacuo
11. dissolutionThe residue was dissolved in DCM
12. dry with materialdried (MgSO4)
13. customthe solvent removed in vacuo