Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011651Generated: October 27, 2026

Malonic Acid → 3-(4-Bromo-2-fluorophenyl)-2-propenoic acid

https://huagongshe.com/reaction/1011651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
Reactant4-Bromo-2-fluorobenzaldehydeHCID 143517—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-(4-Bromo-2-fluorophenyl)-2-propenoic acidHCID 68831385%

Reaction Steps

A mixture of 4-bromo-2-fluorobenzaldehyde (12.4 g, 61 mmol), malonic acid (12.7 g, 122 mmol) and 4-dimethylamino pyridine (0.75 g, 6.1 mmol) in 20 mL of DMF was heated at 100 degrees Celsius for 2 hrs. After cooling, the reaction mixture was diluted with 300 mL water, and filtered. The solid was collected, and triturated in hexane. The solid was collected and dried in vacuum to give 12.7 g (85%) of a white solid. MS: calc'd 243 (M−H), exp 243 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977372B2
Source datasetuspto-grants-2011_07
ORD IDord-bfad1528cb984662ac2c2e3b056a0998
Source noteuspto-grants-2011_07