Methanol → 2-Methyl-4-morpholinobutan-2-amine

3-Amino-3-methyl-1-morpholinobutan-1-one (0.55 g, 2.96 mmol) and borane in THF (1 M, 6 mL, 6 mmol) were mixed together. The mixture was stirred at room temperature overnight, another portion borane in THF (6 mL) was added and the mixture stirred for another day. Methanol (5 mL) was added and the solvent was removed in vacuo. Water (20 mL) was added and the mixture was extracted with ethyl acetate (3×20 mL). The LC-MS showed still product in the water phase which was now extracted with methylene chloride (2×20 mL). The organic phases were combined, dried over anhydrous sodium sulfate and the solvent was removed in vacuo to give the crude product (0.09 g); MS (EI): m/e=173.2 [M+H]+.

1. stirringthe mixture stirred for another day
2. customthe solvent was removed in vacuo
3. additionWater (20 mL) was added
4. extractionthe mixture was extracted with ethyl acetate (3×20 mL)
5. extractionwas now extracted with methylene chloride (2×20 mL)
6. dry with materialdried over anhydrous sodium sulfate
7. customthe solvent was removed in vacuo

ORD record

ord-05a0d710e1cc4b0d80df81d55b717d37

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09321727B2