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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51282Generated: October 25, 2026

Dimethylformamide → 4-Fluorophenylacetyl chloride

https://huagongshe.com/reaction/51282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-(4-Fluorophenyl)acetic acidHCID 9837—
ReactantOxalyl chlorideHCID 65578—
SolventTolueneHCID 1140—
Product4-Fluorophenylacetyl chlorideHCID 374498899%

Reaction Conditions

Temperature35 °C

Reaction Steps

Into a suitable reactor is charged 4-fluorophenylacetic acid (122.5 kg, 795 mol), N,N-dimethylformamide (0.37 kg, 5.1 mol), and toluene (490 kg). Oxalyl chloride (105.2 kg, 829 mol) is added at a rate to maintain the temperature at about 35° C. The solution is stirred for at least 7 hours at about 25° C., typically affording a solution of about 22.1 wt % 4-fluorophenylacetyl chloride (99% yield as determined by HPLC assay).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713627B2
Source datasetuspto-grants-2004_03
ORD IDord-627f2db91fef4c5b8d7b94a1450d4732
Source noteuspto-grants-2004_03