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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1645391Generated: November 1, 2026

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

https://huagongshe.com/reaction/1645391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
ReactantDimethylamino-(1,4-dioxaspiro[4.5]dec-8-yl)-acetonitrileHCID 57839521—
ReactantHCID 178418676HCID 178418676—
SolventWaterHCID 962—
Product[(1,4-Dioxa-spiro[4.5]dec-8-yl)-4-fluorophenylmethyl]-dimethylamineHCID 66703550—

Reaction Steps

A solution of the aminonitrile 4 (19.89 g, 88 mmol) in absol. THF (160 ml) was added dropwise to a 1 M solution of 4-fluorophenylmagnesium bromide in THF (220 ml, 220 mmol) under argon and while cooling with ice and the mixture was stirred at RT for 20 h. 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 (Na2SO4) and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124788B2
Source datasetuspto-grants-2012_02
ORD IDord-37370c2915d1495e89d471ecf89fe6d6
Source noteuspto-grants-2012_02