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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557513Generated: October 29, 2026

Water → [(1,4-Dioxa-spiro[4.5]dec-8-yl)-phenyl-methyl]-dimethyl-amine

https://huagongshe.com/reaction/557513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantDimethylamino-(1,4-dioxaspiro[4.5]dec-8-yl)-acetonitrileHCID 57839521—
ReactantHCID 178478979HCID 178478979—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product[(1,4-Dioxa-spiro[4.5]dec-8-yl)-phenyl-methyl]-dimethyl-amineHCID 66703149—

Reaction Steps

A solution of the aminonitrile 3 (23.56 g, 105 mmol) in abs. THF (100 ml) was added dropwise, under argon and while cooling with ice, to a 25% solution of phenylmagnesium chloride (144 ml, 262.5 mmol) in THF, 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 (Na2SO4) and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058475B2
Source datasetuspto-grants-2011_11
ORD IDord-ab380fba1536495fb4e186c372f525ab
Source noteuspto-grants-2011_11