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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018635Generated: October 30, 2026

Methanol → HCID 12709713, compound

https://huagongshe.com/reaction/1018635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 59872176HCID 59872176—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12709713HCID 1270971382%

Reaction Steps

(rac)-8-Benzyl-4-phenyl-2,8-diaza-spiro[4.5]decane-1,3-dion (3.0 g, 9.0 mmol, synthesis described in example 156) was dissolved in dry tetrahydrofuran (50 mL) and triphenylphosphin (3.1 g, 11.7 mmol), methanol (0.374 g, 11.7 mmol) and diethylazodicarboxylate (5.35 mL, 40% in toluene, 11.7 mmol) were added sequentially and stirred at room temperature overnight. The solvent was evaporated and the residue was purified by chromatography on silica gel (dichloromethane/methanol/triethyl amine 98:1:1) to yield the intermediate (rac)-8-benzyl-2-methyl-4-phenyl-2,8-diaza-spiro[4.5]decane-1,3-dion (2.57 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06482829B2
Source datasetuspto-grants-2002_11
ORD IDord-a1902f806b0648f2a5fd6ab39cf100bc
Source noteuspto-grants-2002_11