Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023645Generated: October 31, 2026

Hydrochloric Acid → 2-(4-((R)-2,2,2-trifluoro-1-methoxyethyl)phenyl)-2-azaspiro[4.5]decane-1,8-dione

https://huagongshe.com/reaction/1023645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
Reactant10-[4-((R)-2,2,2-Trifluoro-1-methoxy-ethyl)-phenyl]-1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecan-9-oneHCID 68227628—
SolventTetrahydrofuranHCID 8028—
Product2-(4-((R)-2,2,2-trifluoro-1-methoxyethyl)phenyl)-2-azaspiro[4.5]decane-1,8-dioneHCID 6822759099.6%

Reaction Steps

10-[4-((R)-2,2,2-Trifluoro-1-methoxy-ethyl)-phenyl]-1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecan-9-one (1.41 g) was dissolved in tetrahydrofuran (35.0 mL). Then hydrochloric acid (2M, 21.2 mL) was added dropwise over a period of 15 minutes to the reaction mixture. The mixture was stirred for 4.5 hours at RT and was then poured into ice/water and basified with saturated Na2CO3 solution. The aqueous phase was then extracted two times with ethyl acetate and the organic layers were washed brine, dried over Na2SO4, filtered and the solvent was evaporated. The crude material was purified by flash chromatography (gradient of ethyl acetate in heptane) to provide the title compound as a colorless solid (1.25 g). MS (ESI): 356.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722721B2
Source datasetuspto-grants-2014_05
ORD IDord-c4c9fd4f913342fd8934a14842955c8d
Source noteuspto-grants-2014_05