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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12642Generated: October 27, 2026

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

https://huagongshe.com/reaction/12642

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 6 (19.89 g 88 mmole) in absolute THF (160 ml) was added dropwise under argon and cooling with ice to a 1M solution of 4-fluorophenyl magnesium bromide in THF (220 ml, 220 mmole) 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 numberUS07728028B2
Source datasetuspto-grants-2010_06
ORD IDord-097883a3d0c64666940e3a5bdb9d6657
Source noteuspto-grants-2010_06