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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753733Generated: October 28, 2026

Chlorosuccinimide → HCID 67244056, compound

https://huagongshe.com/reaction/1753733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantPotassium BicarbonateHCID 516893—
ReactantHCID 57111877HCID 57111877—
ReactantTert-butyl 4-(4-[(hydroxyimino)methyl]-1,3-thiazol-2-yl)piperidine-1-carboxylateHCID 86657567—
CatalystWaterHCID 962—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67244056HCID 67244056—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of tert-butyl 4-{4-[(hydroxyimino)methyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (2.90 g) and 1-(cyclohexylmethoxy)-2-vinylbenzene (2.40 g) in ethyl acetate (300 ml) were added, at room temperature, potassium hydrogencarbonate (4.60 g) and N-chlorosuccinimide (1.48 g), and then one drop of water. The reaction mixture was stirred at 60° C. for 6 h, then admixed with ethyl acetate and water and extracted with ethyl acetate. The organic extracts were dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by chromatography. This gave tert-butyl 4-(4-{5-[2-(cyclohexylmethoxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidine-1-carboxylate (3.40 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09167821B2
Source datasetuspto-grants-2015_10
ORD IDord-ff75a5d42d3248bfa287ea5e995bdb59
Source noteuspto-grants-2015_10