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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 358843Generated: October 31, 2026

Methyl Acrylate → Methyl 2-acetamido-5-chlorocinnamate

https://huagongshe.com/reaction/358843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantGlycol monoethyl etherHCID 8076—
ReactantPotassium AcetateHCID 517044—
ReactantN-(4-chloro-2-iodophenyl)acetamideHCID 15113903—
CatalystTriphenylphosphineHCID 11776—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
ProductMethyl 2-acetamido-5-chlorocinnamateHCID 5428774474.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To 100 ml of ethylene glycol monoethyl ether were added 10 g of 2-acetylamino-5-chloroiodobenzene, 3.96 g of anhydrous potassium acetate, 2.84 g of methyl acrylate, 5.8 mg of palladium acetate and 17.4 mg of triphenylphosphine. The resulting mixture was allowed to react at 130° C. for 8 hours under the stream of a nitrogen gas. The reaction solution was cooled to 50° C. and poured into 300 ml of water, and then a large amount of white crystal precipitated. This crystal was filtered off, washed with water and vacuum-dried to obtain 6.2 g of methyl 2-acetylamino-5-chlorocinnamate. The yield was 72.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04997972
Source datasetuspto-grants-1991_03
ORD IDord-cebbaeae27b945938b0c1f366dc5ecb3
Source noteuspto-grants-1991_03