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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606167Generated: October 29, 2026

Water → 7-(tert-Butoxycarbonyl)-2-(2-fluorophenoxy)-7-azaspiro[3.5]nonane

https://huagongshe.com/reaction/606167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-FluorophenolHCID 9707—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl 2-((methylsulfonyl)oxy)-7-azaspiro[3.5]nonane-7-carboxylateHCID 22248489—
SolventDimethylformamideHCID 6228—
Product7-(tert-Butoxycarbonyl)-2-(2-fluorophenoxy)-7-azaspiro[3.5]nonaneHCID 22248274104.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

After dissolving 148 mg of 2-fluorophenol in 10 mg of dimethylformamide, 53 mg of sodium hydride (70% suspension in oil) was added, the mixture was stirred at 80° C. for 30 minutes, a solution of 148 mg of 7-(tert-butoxycarbonyl)-2-methanesulfonyloxy-7-azaspiro[3.5]nonane in N,N-dimethylformamide (7 ml) was added and the mixture was stirred at 80° C. for two nights. After cooling it to room temperature, water was added and extraction was performed with ethyl acetate. The organic layer was washed with a 1N sodium hydroxide solution and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (163 mg, 100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915274B2
Source datasetuspto-grants-2011_03
ORD IDord-60887a7822a844828b5d461c615fd151
Source noteuspto-grants-2011_03