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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663018Generated: October 28, 2026

Methylamine → N-methyl-1,4-dioxaspiro(4.5)decan-8-amine

https://huagongshe.com/reaction/1663018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantDichloromethaneHCID 6344—
Reactant1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
ReactantSodium cyanoborohydrideHCID 5003444—
SolventAcetic AcidHCID 176—
ProductN-methyl-1,4-dioxaspiro(4.5)decan-8-amineHCID 1678657043.8%

Reaction Steps

A solution of 1,4-dioxa-spiro[4.5]decan-8-one (3.1 g, 20 mmol) and CH2Cl2 (50 mL) was stirred with methylamine (15 mL, 30 mmol, 2.0M solution in THF), sodium cyanoborohydride (1.3 g, 20 mmol), and acetic acid (0.1 mL) at room temperature. After 8 hours, the reaction mixture was washed with water (50 mL) and concentrated. The residue was purified by flash chromatography to afford 1.5 g of (1,4-dioxa-spiro[4.5]dec-8-yl)-methyl-amine as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034826B2
Source datasetuspto-grants-2011_10
ORD IDord-4554f1545a354faca8a7824f54180310
Source noteuspto-grants-2011_10