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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76924Generated: October 30, 2026

Water → HCID 44252387, compound

https://huagongshe.com/reaction/76924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Benzyl-1-(dimethylamino)-4-((dimethylamino)methyl)cyclohexane carbonitrileHCID 68631452—
ReactantHCID 178478979HCID 178478979—
SolventTetrahydrofuranHCID 8028—
ProductHCID 44252387HCID 44252387—

Reaction Steps

The title compound of step 1 (0.88 g, 2.94 mmol) was dissolved in THF (35 mL) and mixed in drops with 2M phenylmagnesium chloride solution (5.1 mL, 10.2 mmol) with ice cooling. The reaction solution was heated to boiling for 8 h. For work up the solution was mixed with 20% NH4Cl solution (0.6 mL) and water (0.4 mL) with ice cooling, extracted with ether (3×25 mL), the ether solution was washed with water, dried (Na2SO4) and concentrated to low volume in a vacuum. The residue was purified by column chromatography with EtOH/EE (1:20). 2 fractions were obtained, wherein according to LCMS, inter alia, the more polar fraction (300 mg) contained the desired substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835689B2
Source datasetuspto-grants-2014_09
ORD IDord-d90be85c97b64aca98b76ff78f3f5df4
Source noteuspto-grants-2014_09