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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411164Generated: October 26, 2026

Hydrochloric Acid → 3,3-Dimethyl-1-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)-2-butanone

https://huagongshe.com/reaction/411164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetonitrileHCID 6342—
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 7-(3,3-dimethyl-2-oxobutyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylateHCID 18540396—
SolventEthyl AcetateHCID 8857—
Product3,3-Dimethyl-1-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)-2-butanoneHCID 1854039886.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of tert-butyl 7-(3,3-dimethyl-2-oxobutyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (from step (i) above; 0.265 g, 0.812 mmol) in ethyl acetate (10 mL) was treated, at 0° C., with ethyl acetate saturated with gaseous hydrochloric acid. The mixture was stirred at 0° C. for 5 h, and then evaporated. Acetonitrile (15 mL) and K2CO3 (1 g, 7.2 mmol) were added, and the mixture was stirred overnight before being filtered and evaporated to yield 0.159 g (86%) of the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559143B1
Source datasetuspto-grants-2003_05
ORD IDord-f45172967c2547d7be0bc3654dffcc31
Source noteuspto-grants-2003_05