Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523726Generated: November 3, 2026

Hydrochloric Acid → 3-Cyclobutyl-3-aza bicyclo[3.1.0]hexane-6-carboxylic acid

https://huagongshe.com/reaction/1523726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantEthyl 3-cyclobutyl-3-azabicyclo[3.1.0]hexane-6-carboxylateHCID 86724911—
SolventWaterHCID 962—
Product3-Cyclobutyl-3-aza bicyclo[3.1.0]hexane-6-carboxylic acidHCID 8672491292%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred mixture of ethyl 3-cyclobutyl-3-aza bicyclo[3.1.0]hexane-6-carboxylate (218 mg, 1.04 mmol, obtained in the above step), tetrahydrofuran (2 mL) and water (2.0 mL) cooled at 0° C., lithium hydroxide monohydrate (133 mg, 3.19 mmol) was added in a single lot. The reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was cooled again to 0° C. and acidified with 2N hydrochloric acid to pH: 2-3. The volatiles were removed under reduced pressure and the traces of water were removed by azeotropic distillation with toluene to obtain 3-cyclobutyl-3-aza bicyclo[3.1.0]hexane-6-carboxylic acid (180 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079894B2
Source datasetuspto-grants-2015_07
ORD IDord-5fc38e6f302640fea2c554a615f20a45
Source noteuspto-grants-2015_07