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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821638Generated: November 2, 2026

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

https://huagongshe.com/reaction/1821638

Reaction equation

Participants

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

Reaction Steps

A solution of the aminonitrile 12 (19.89 g, 88 mmole) in absolute THF (160 ml) was added dropwise to a 1M solution of 4-fluorophenyl magnesium bromide in THF (220 ml, 220 mmole) under argon and while cooling with ice, and stirred for 20 hours at RT. To work up the reaction mixture saturated ammonium chloride solution (100 ml) and water (100 ml) were added while cooling with ice and the mixture was extracted with diethyl ether (3×100 ml). The organic phase was washed with water and saturated sodium chloride solution, dried (Na2SO4) and concentrated by evaporation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07608619B2
Source datasetuspto-grants-2009_10
ORD IDord-1ef63cedd3f24e3e9ac48e095344ce46
Source noteuspto-grants-2009_10