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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253558Generated: October 26, 2026

Hydrochloric Acid → (S)-tert-butyl 4-chloro-1-cyclohexyl-3-oxobutan-2-ylcarbamate

https://huagongshe.com/reaction/253558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant(S)-tert-butyl 1-cyclohexyl-4-diazo-3-oxobutan-2-ylcarbamateHCID 86632797—
SolventDiethyl EtherHCID 3283—
Product(S)-tert-butyl 4-chloro-1-cyclohexyl-3-oxobutan-2-ylcarbamateHCID 10063585—

Reaction Steps

To a solution of the crude (S)-tert-butyl 1-cyclohexyl-4-diazo-3-oxobutan-2-ylcarbamate (7 g, ˜65% pure) in anhydrous ether (150 mL) at 0° C. was added dropwise a solution of 3.65 N HCl in dioxane (4.1 mL, 0.015 mmol). The mixture was stirred until tlc showed the starting material had been consumed. Satd aq NaHCO3 was added and the organic layer was separated, washed with satd aq NaHCO3 and brine, and concentrated to afford a solution of crude (S)-tert-butyl 4-chloro-1-cyclohexyl-3-oxobutan-2-ylcarbamate (5.8 g), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872028B2
Source datasetuspto-grants-2011_01
ORD IDord-21ba1a6383164a4a8c27599e92771c4f
Source noteuspto-grants-2011_01