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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279854Generated: November 3, 2026

1,1'-Carbonyldiimidazole → HCID 59909802, compound

https://huagongshe.com/reaction/1279854

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant2-(4-Chlorophenoxy)-1-(hydroxyimino)ethylamineHCID 535925—
Reactant(2R)-2-[2-(tert-butoxy)-2-oxoethyl]-5-cyclohexylpentanoic acidHCID 9835906—
SolventDichloromethaneHCID 6344—
ProductHCID 59909802HCID 5990980248.5%

Reaction Steps

A solution of (2R)-2-[2-(tert-butoxy)-2-oxoethyl]-5-cyclohexylpentanoic acid (Preparation 1) (300 mg, 1.00 mmol) in dichloromethane (15 ml) was treated with 1,1′-carbonyldiimidazole (162 mg, 1.00 mmol) and the solution was stirred at room temperature for 2 hours. 2-(4-chlorophenoxy)-N′-hydroxyethanimidamide (Patent US 97-815671 970313) (197 mg, 0.98 mmol) was then added and the mixture was stirred for 17 hours. The solvent was removed under reduced pressure and the residue was heated neat at 120° C. under a nitrogen atmosphere for 2 hours. The crude product was then purified by column chromatography on silica gel eluting with dichloromethane:methanol (99:1) to afford the title compound as a colourless oil (220 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06448278B2
Source datasetuspto-grants-2002_09
ORD IDord-6ca84cc5bb50451e8fc37f68139a6c26
Source noteuspto-grants-2002_09