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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453561Generated: October 30, 2026

Acetonitrile → Tert-butyl 2-(4-(4-(4-chlorophenethylcarbamoyl)phenoxy)-3-cyanophenyl)-2-diazoacetate

https://huagongshe.com/reaction/453561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactantp-Toluenesulfonyl azideHCID 13661—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantButyl 2-(4-(4-(4-chlorophenethylcarbamoyl)phenoxy)-3-cyanophenyl)acetateHCID 86669063—
ProductTert-butyl 2-(4-(4-(4-chlorophenethylcarbamoyl)phenoxy)-3-cyanophenyl)-2-diazoacetateHCID 86643292—

Reaction Steps

tent-Butyl 2-(4-(4-(4-chlorophenethylcarbamoyl)phenoxy)-3-cyanophenyl)acetate (0.400 g) and 4-methylbenzenesulfonyl azide (0.193 g) were dissolved in 5 ml of acetonitrile and treated with DBU (0.152 ml). The reaction was stirred for 4 hours, then concentrated, diluted with ethyl acetate and washed with water. The organic layer was dried, filtered, concentrated onto silica gel and purified by silica gel chromatography to provide tert-butyl 2-(4-(4-(4-chlorophenethylcarbamoyl)phenoxy)-3-cyanophenyl)-2-diazoacetate (0.48 g) as a bright yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492437B2
Source datasetuspto-grants-2013_07
ORD IDord-58abd92df448498eaeb2ec5ca9a9be3f
Source noteuspto-grants-2013_07