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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040840Generated: November 1, 2026

Water → 3-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene

https://huagongshe.com/reaction/2040840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
ReactantTert-butyl 3-(phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-8-carboxylateHCID 57493807—
SolventDichloromethaneHCID 6344—
Product3-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-eneHCID 57493808—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of Compound 1b (200 mg, 0.59 mmol) in CH2Cl2 (12 mL) stirred at 0° C. was added trifluoroacetic acid (452 μl, 5.87 mmol) and the reaction mixture was stirred at 25° C. for 24 h, until the complete conversion of the reactant was observed by LC-MS. Water was added followed by 3N aq. NaOH to give a alkaline pH. Separation of the organic layer and extraction of the aqueous layer with CH2Cl2, washing with brine and drying over Na2SO4 the combined organic layers, afforded the title compound as beige solid, used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580962B2
Source datasetuspto-grants-2013_11
ORD IDord-3be94343716d42ce89e8c417823b269c
Source noteuspto-grants-2013_11