Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536733Generated: October 29, 2026

Water → (r)-5,5-Dimethyl-3-((tetrahydrofuran-2-yl)methyl)oxazolidin-2-imine

https://huagongshe.com/reaction/536733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantIsobutylene oxideHCID 11208—
Reactant(R)-tetrahydrofuran-2-ylmethyl-cyanamideHCID 55288151—
Solvent1,2-DimethoxyethaneHCID 8071—
Product(r)-5,5-Dimethyl-3-((tetrahydrofuran-2-yl)methyl)oxazolidin-2-imineHCID 66643195—

Reaction Steps

A mixture of Example 32A (0.6 g, 4.9 mmol), cesium carbonate (1.6 g, 4.9 mmol) and 2,2-dimethyloxirane (0.35 g, 4.9 mmol, Alfa-aesar) in 1,2-dimethoxyethane (20 mL) was heated to 80° C. overnight. The mixture was poured into water, and extracted with ethyl acetate (2×20 mL). The combined organic extracts were dried over Na2SO4, filtered, concentrated under reduced pressure to afford the title compound. LCMS (APCI+) m/z 198 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859596B2
Source datasetuspto-grants-2014_10
ORD IDord-bf292abbcb3f4341ae4adb25ea40f9af
Source noteuspto-grants-2014_10