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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618791Generated: November 2, 2026

Morpholine → HCID 67284582, compound

https://huagongshe.com/reaction/1618791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
ReactantTert-butyl 6'-bromo-2,2-dimethyl-2'-oxospiro[[1,3]dioxane-5,3'-indoline]-1'-carboxylateHCID 67285944—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67284582HCID 67284582—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a microwave vessel was added sodium tert-butoxide (0.19 g, 1.99 mmol), morpholine (0.13 mL, 1.49 mmol), XPhos (0.095 g, 0.20 mmol), Pd2(dba)3 (0.091 g, 0.099 mmol), and tert-butyl 6′-bromo-2,2-dimethyl-2′-oxospiro[[1,3]dioxane-5,3′-indoline]-1′-carboxylate (0.41 g, 0.99 mmol) in 1,4-dioxane (9.9 mL). The mixture was deoxygenated with argon for 5 min and stirred at 110° C. for 90 min under microwave irradiation. The resulting mixture was purified by column chromatography (eluting with a gradient of 10-70% EtOAc in hexanes) to give 2,2-dimethyl-6′-morpholinospiro[[1,3]dioxane-5,3′-indolin]-2′-one as a white solid. Mass Spectrum (ESI) m/e=319.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-eabb8125a4cd4fe1babf157bf49a35cf
Source noteuspto-grants-2014_07