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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433616Generated: October 31, 2026

Acetic Acid → HCID 23444964, compound

https://huagongshe.com/reaction/433616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl orthoformateHCID 31214—
ReactantEthyl nitroacetateHCID 69379—
Reactant3-Bromo-4-fluoroanilineHCID 2779286—
CatalystIronHCID 23925—
ProductHCID 23444964HCID 23444964—

Reaction Steps

Following the general method described in example 293, 3-bromo-4-fluoroaniline (K. S. Y. Lau et al., J. Org. Chem., 1981, 46, 2280-6) was reacted with triethyl orthoformate, ethyl nitroacetate and acetic acid followed by treatment with triethyl orthoformate, iron and acetic acid and subsequent alkaline hydrolysis. The isolated acid was directly reduced according to example 264, by reaction with BH3 THF complex followed by hydrolytic workup and the title compound was obtained as a white crystalline solid. Mp. 151-152° C. (H2O), MS: m/e=270 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667335B2
Source datasetuspto-grants-2003_12
ORD IDord-01cedbd6e0a7495bbdd951569db1dbdb
Source noteuspto-grants-2003_12