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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035586Generated: October 30, 2026

Acrylic Acid → HCID 59443450, compound

https://huagongshe.com/reaction/1035586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylic AcidHCID 6581—
ReactantTriethylamineHCID 8471—
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant3,5-DibromoanisoleHCID 11021812—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventO-XyleneHCID 7237—
ProductHCID 59443450HCID 5944345032%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 1,3-dibromo-5-methoxybenzene (9.18 mmol, 1 eq) in 2 ml of xylene under a nitrogen atmosphere, acrylic acid (0.63 ml, 9.18 mmol, 1 eq), Pd(OAc)2 (1 mole %, 20.66 mg), triphenylphosphine (4 mole %, 69.2 mg) and triethylamine (19.278 ml, 2.7, 2.1 eq) are added. The reaction mixture is stirred at 100° C. for 11 h. Thereafter, 20 ml of water and 2 g of sodium carbonate were added, and the mixture was stirred at 100° C. for some minutes. The aqueous phase was subsequently separated and acidified. The precipitate that formed was dried and purified by means of column chromatography (eluent hexane/ethyl acetate 1/1) to obtain the desired product in a yield of 32% (751 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546392B2
Source datasetuspto-grants-2013_10
ORD IDord-813684a0a6e24e379344dc472c2a5d94
Source noteuspto-grants-2013_10