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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540372Generated: October 29, 2026

Acetic Acid → 3-Cyclohexyl-3-hydroxy-1-(tert-butoxycarbonyl)azetidine

https://huagongshe.com/reaction/540372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTert-butyl 3-hydroxy-3-phenylazetidine-1-carboxylateHCID 65810524—
ReactantHCID 178418361HCID 178418361—
CatalystRhodiumHCID 23948—
SolventMethanolHCID 887—
Product3-Cyclohexyl-3-hydroxy-1-(tert-butoxycarbonyl)azetidineHCID 65919409100%

Reaction Conditions

Temperature85 °C

Reaction Steps

0.5 ml of acetic acid and 40 mg of rhodium on alumina 5% are added to a solution containing 117 mg (0.470 mmol) of 3-hydroxy-3-phenyl-1-(tert-butoxy-carbonyl)azetidine (cf. procedure 1-2-1) dissolved in 4 ml of methanol. The reaction medium is placed at 4 bar of hydrogen and heated at 85° C. for 4 hours. The catalyst is filtered off and washed with methanol and the solvents are evaporated off. 120 mg in the form of a beige powder are obtained with a yield of 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871187B2
Source datasetuspto-grants-2014_10
ORD IDord-14da5c11b6ba457f927e65702334bbce
Source noteuspto-grants-2014_10