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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356145Generated: October 31, 2026

1,1-Dimethylethyl 4-(2-propen-1-yl)-4-(2-propen-1-yloxy)-1-piperidinecarboxylate → Tert-butyl 1-oxa-9-azaspiro[5.5]undec-3-ene-9-carboxylate

https://huagongshe.com/reaction/2356145

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl 4-(2-propen-1-yl)-4-(2-propen-1-yloxy)-1-piperidinecarboxylateHCID 21955273—
SolventBenzeneHCID 241—
ProductTert-butyl 1-oxa-9-azaspiro[5.5]undec-3-ene-9-carboxylateHCID 21955282—

Reaction Steps

A solution of Example 518B (0.79 g, 2.81 mmol) in degassed benzene (100 mL) at room temperature was treated with bis-tricyclohexylphosphine benzylidene ruthenium (IV) dichloride (150 mg), stirred for 18 hours, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 10%-25% ethyl acetate/heptane to provide the desired product. MS (DCI(+)) m/e 254 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754886B2
Source datasetuspto-grants-2010_07
ORD IDord-6783be48b7f1474ab5b8498d165d705d
Source noteuspto-grants-2010_07