Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926498Generated: November 1, 2026

Diethyl Ether → HCID 178437401, compound

https://huagongshe.com/reaction/926498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant4-BromoanilineHCID 7807—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 118006058HCID 118006058—
SolventDiphenyl EtherHCID 7583—
ProductHCID 178437401HCID 178437401—

Reaction Conditions

Temperature220 °C

Reaction Steps

A mixture containing methyl 2-(4-(1H-pyrazol-1-yl)benzyl)-3-oxopentanoate (2.7 g, 9.4 mmol, Intermediate 32: step b), 4-bromoaniline (1.6 g, 9.4 mmol), and para-toluenesulfonic acid monohydrate (162 mg, 0.943 mmol) in diphenyl ether (31 mL) was heated to 220° C. After 2 hours, the flask was cooled to 23° C. Diethyl ether (50 mL) was added resulting in the formation of a solid. The heterogeneous mixture was stirred at 23° C. After 30 minutes, the mixture was filtered through filter paper and the filter cake was rinsed with diethyl ether. The solids were collected and dried to afford the title compound which was taken onto the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284308B2
Source datasetuspto-grants-2016_03
ORD IDord-abda46d48f8e4ea5af06827114e5aeb4
Source noteuspto-grants-2016_03