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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 650254Generated: October 27, 2026

Isobutylene oxide → 4-Aza-4-butyl-2,2-dimethyl-1-oxaspiro[4.5]decane

https://huagongshe.com/reaction/650254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutylene oxideHCID 11208—
ReactantN-cyclohexylidenebutylamineHCID 19875469—
ReactantHCID 178506586HCID 178506586—
SolventTetrahydrofuranHCID 8028—
Product4-Aza-4-butyl-2,2-dimethyl-1-oxaspiro[4.5]decaneHCID 2171473185%

Reaction Steps

A mixture of 1 mmol of N-cyclohexylidenebutylamine, 2 mmol of 1,2-epoxy-2-methylpropane, 0.05 mmol of samarium(II) iodide (SmI2), and 1 ml of tetrahydrofuran was stirred at room temperature for 5 hours. Products in the reaction mixture was isolated through column chromatography to yield 4-aza-4-butyl-2,2-dimethyl-1-oxaspiro[4.5]decane of the following formula in yield of 85%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06271387B1
Source datasetuspto-grants-2001_08
ORD IDord-7d0f853d06584fc1b3a914b49da0af2d
Source noteuspto-grants-2001_08