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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557518Generated: October 31, 2026

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

https://huagongshe.com/reaction/557518

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—
SolventDiethyl EtherHCID 3283—
Product[1-(1,4-Dioxa-spiro[4.5]dec-8-yl)-3-phenylpropyl]-dimethylamineHCID 66703150—

Reaction Steps

A solution of the aminonitrile 3 (21.93 g, 97 mmol) in abs. THF (180 ml) was added dropwise, under argon and while cooling with ice, to a 1M solution of phenylethylmagnesium chloride in THF (242 ml, 242 mmol), and stirring was carried out for 20 h at RT. For working up the reaction mixture, saturated ammonium chloride solution (100 ml) and water (100 ml) were added, while cooling with ice, and extraction with diethyl ether (3×100 ml) was carried out. The organic phase was washed with water and saturated sodium chloride solution, dried and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058475B2
Source datasetuspto-grants-2011_11
ORD IDord-1eae7dbd66fc422990741a0648103492
Source noteuspto-grants-2011_11