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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1435065Generated: November 2, 2026

4-Formylphenylboronic Acid → HCID 57937848, compound

https://huagongshe.com/reaction/1435065

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Formylphenylboronic AcidHCID 591073—
Reactant4-bromo-3-methylbenzamideHCID 7020869—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium CarbonateHCID 10340—
ProductHCID 57937848HCID 5793784895.3%

Reaction Conditions

Temperature95 °C

Reaction Steps

4-Bromo-3-methyl-benzamide (15.02 g), 70 mmol), 4-formylphenylboronic acid (14.039, 91 mmol) and palladium tetrakis(triphenylphosphine) (5.03 g, 4 mmol) were combined in 1,2-dimethoxy ethane (5 ml) and 2M aqueous sodium carbonate (2.5 ml). After heating at 95° C. for 48 hours, the reaction mixture was cooled to ambient temperature and passed through a plug of Celite, rinsing with 1,2-dimethoxy ethane. The volatiles were removed under reduced pressure to yield 16 g of the title compound (I-4a) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615651B2
Source datasetuspto-grants-2009_11
ORD IDord-b46535751b334f83a6a75da3e59ad255
Source noteuspto-grants-2009_11