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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632020Generated: October 27, 2026

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

https://huagongshe.com/reaction/632020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoraneHCID 6331—
ReactantHCID 64685110HCID 64685110—
SolventTetrahydrofuranHCID 8028—
Product2-Methyl-4-morpholinobutan-2-amineHCID 5951125617.7%

Reaction Steps

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]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321727B2
Source datasetuspto-grants-2016_04
ORD IDord-05a0d710e1cc4b0d80df81d55b717d37
Source noteuspto-grants-2016_04