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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1905093Generated: November 1, 2026

Triethylamine → HCID 56622760, compound

https://huagongshe.com/reaction/1905093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactantp-Toluenesulfonyl azideHCID 13661—
ReactantButanoic acid, 3-oxo-4-(phenylmethoxy)-, 1,1-dimethylethyl esterHCID 12035485—
SolventAcetonitrileHCID 6342—
ProductHCID 56622760HCID 5662276069%

Reaction Conditions

Temperature0 °C

Reaction Steps

5.54 ml (40 mmol - 2 equivalents) of triethylamine were added dropwise to a solution, which had been cooled to 0° C., of 5.29 g (20 mmol) of tert.-butyl 4-benzyloxyacetoacetate and 4.34 g (22 mmol) of p-toluenesulphonyl azide in 40 ml of anhydrous acetonitrile. The mixture was stirred at 0° C. for 30 min, 8 g of kieselguhr were added, and evaporation in vacuo and chromatography on 100 g of silica gel (toluene:ethyl acetate 95:5) were carried out. 3.98 g (69%) of the title compound were obtained as colorless crystals, melting point: 68° C., Rf: 0.31 (toluene:ethyl acetate 95:5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04841042
Source datasetuspto-grants-1989_06
ORD IDord-6c051703d2774d8492ed4de398a5acc3
Source noteuspto-grants-1989_06