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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070540Generated: October 30, 2026

Hydrochloric Acid → HCID 57771477, compound

https://huagongshe.com/reaction/2070540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 86632263HCID 86632263—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57771477HCID 5777147792.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of trans-3-methanesulfonyloxy-spiro[5.5]undecane-2-carboxylic acid methyl ester (3.0 g) obtained in Step 5 in tetrahydrofuran (20 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (2.65 mL), followed by stirring the reaction mixture at 70° C. for 6 hours. After cooling down to room temperature and adding 2N aqueous hydrochloric acid solution, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried and concentrated to give spiro[5.5]undec-2-ene-2-carboxylic acid methyl ester (1.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299296B2
Source datasetuspto-grants-2012_10
ORD IDord-f12e16a65a2846b98eeacf55f0f7d2b7
Source noteuspto-grants-2012_10