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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1645394Generated: October 30, 2026

Tetrahydrofuran → [1-(1,4-Dioxa-spiro[4.5]dec-8-yl)-3-phenylpropyl]-dimethylamine

https://huagongshe.com/reaction/1645394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
ReactantDimethylamino-(1,4-dioxaspiro[4.5]dec-8-yl)-acetonitrileHCID 57839521—
ReactantHCID 178418865HCID 178418865—
SolventWaterHCID 962—
Product[1-(1,4-Dioxa-spiro[4.5]dec-8-yl)-3-phenylpropyl]-dimethylamineHCID 66703150—

Reaction Steps

A solution of the aminonitrile 4 (21.93 g, 97 mmol) in absol. THF (180 ml) was added dropwise to a 1 M solution of phenylethylmagnesium chloride in THF (242 ml, 242 mmol) under argon and while cooling with ice, and the mixture was stirred at RT for 20 hours. The reaction mixture was worked up by adding saturated ammonium chloride solution (100 ml) and water (100 ml) while cooling with ice, and extracting the mixture with diethyl ether (3×100 ml). The organic phase was washed with water and saturated sodium chloride solution, dried and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124788B2
Source datasetuspto-grants-2012_02
ORD IDord-76109a0776074cf6949bdbdc308426bf
Source noteuspto-grants-2012_02