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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275476Generated: October 25, 2026

Triethylamine → 1-Pivaloyl-1,3-dicyclohexyl-O-(N-2-butylideneamino)-isourea

https://huagongshe.com/reaction/2275476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPivaloyl chlorideHCID 62493—
Reactant1,3-Dicyclohexyl-O-(N-2-butylideneamino)-isoureaHCID 86664633—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
Product1-Pivaloyl-1,3-dicyclohexyl-O-(N-2-butylideneamino)-isoureaHCID 8666463972.7%

Reaction Steps

To a solution of 1,3-dicyclohexyl-O—(N-2-butylideneamino)-isourea (Cmpd. 2) (5.87 g, 20 mmol) and 4-dimethylaminopyridine (60 mg) in dichloromethane (25 ml) and triethylamine (3.1 ml, 22 mmol) is added pivaloyl chloride (2.46 g, 21 mmol). The mixture is stirred 43 h at room temperature, diluted with hexane (200 ml), washed with water (4×20 ml), dried over MgSO4 and evaporated. The residue is chromatographed on silica gel (hexanes-ethyl acetate 4:1) to afford 5.49 g of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127098B2
Source datasetuspto-grants-2015_09
ORD IDord-02049769c62247699315c7aaab39261b
Source noteuspto-grants-2015_09