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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271522Generated: November 1, 2026

Ethyl orthoformate → HCID 178500751, compound

https://huagongshe.com/reaction/2271522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant4-Bromo-3-fluoroanilineHCID 821848—
Reactant3-Cyclopropyl-3-Oxopropionic Acid Methyl EsterHCID 10130016—
SolventDichloromethaneHCID 6344—
ProductHCID 178500751HCID 17850075185%

Reaction Conditions

Temperature140 °C

Reaction Steps

A stirred mixture of methyl 3-cyclopropyl-3-oxopropanoate (3.49 g, 26.3 mmol), triethyl orthoformate (5.2 mL, 31.6 mmol), and 4-bromo-3-fluoroaniline (4.47 g, 26.0 mmol) was heated at 140° C. overnight with a Dean Stark trap. After this time the reaction was cooled to room temperature, diluted with methylene chloride and filtered through a pad of silica. The filtrate was concentrated to afford the desired product (7.5 g, 85%) as a light yellow solid: ESI MS m/z 343 [C14H13BrFNO3+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120749B2
Source datasetuspto-grants-2015_09
ORD IDord-404bba82e9f145e2ba4879003fc45ceb
Source noteuspto-grants-2015_09