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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869227Generated: October 26, 2026

Diphenylsilane → 1,1-Dimethylethyl 1-(4-chlorophenyl)-2-cyclopropyl-2,7-diazaspiro[3.5]nonane-7-carboxylate

https://huagongshe.com/reaction/1869227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenylsilaneHCID 69888—
Reactant1,1-Dimethylethyl 1-oxo-3-(4-chlorophenyl)-2-cyclopropyl-2,7-diazaspiro[3.5]nonane-7-carboxylateHCID 24954507—
CatalystCarbonylhydridotris(triphenylphosphine)rhodium(I)HCID 10941995—
SolventTetrahydrofuranHCID 8028—
Product1,1-Dimethylethyl 1-(4-chlorophenyl)-2-cyclopropyl-2,7-diazaspiro[3.5]nonane-7-carboxylateHCID 5798604295.5%

Reaction Steps

Under a nitrogen atmosphere, treat 1,1-dimethylethyl 1-oxo-3-(4-chlorophenyl)-2-cyclopropyl-2,7-diazaspiro[3.5]nonane-7-carboxylate (9) (0.76 g) in anhydrous THF (2 mL) with RhH(CO)(PPH3)3 (18 mg) and then, diphenylsilane (9.1 mL). The resulting mixture was shaken at room temperature for 2 h. Place the reaction mixture on silica gel plates (12, 1000 u) and elute with hexane/EtOAc 85/15 to give a colorless residue (0.700 g). Place this material on silica gel plates (12, 1000 u) and elute with hexane/EtOAc 85/15 to give the title compound (10) as a colorless foam (0.58 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638526B2
Source datasetuspto-grants-2009_12
ORD IDord-50fd09f961b948ee9b00b4150ec544bb
Source noteuspto-grants-2009_12