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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1608322Generated: October 31, 2026

Tetrahydrofuran → HCID 54413093, compound

https://huagongshe.com/reaction/1608322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant2-CyclohexylethylamineHCID 20509—
ReactantPivaloyl chlorideHCID 62493—
ReactantHCID 19849135HCID 19849135—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 54413093HCID 5441309363.3%

Reaction Steps

3-methyl-6-(3-carboxypropoxy)-2-oxo-1,2-dihydroquinoxaline 2.0 mM obtained in Example 11 was added to tetrahydrofuran 20 ml. An equimolar amount of triethylamine was added thereto, and there was further added dropwise an equimolar amount of pivaloyl chloride at -10° C. and the mixture was stirred at below -10° C. for 1 hour. N-cyclohexylethylamine 0.3 ml was added at once to the obtained reaction mixture, and the mixture was stirred for 3 hours while gradually adjusting the temperature to room temperature. Chloroform was added to the reaction mixture, and the mixture was washed with dilute aqueous potassium carbonate. The aqueous layer was further extracted with chloroform. The combined chloroform layers were dried by adding anhydrous sodium sulfate and concentrated in vacuo. The residue was charged on a column of silica gel (C-200, 70 g) and eluted with chloroform-methanol (50:1) to obtain the compound 1029.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04870175
Source datasetuspto-grants-1989_09
ORD IDord-aad30cf91e0440568bf35271c1323070
Source noteuspto-grants-1989_09