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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 730369Generated: October 29, 2026

Ethyl bromoacetate → Methyl 3-cyano-4-isopropoxybenzoate

https://huagongshe.com/reaction/730369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-cyano-4-hydroxybenzoateHCID 11769089—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-cyano-4-isopropoxybenzoateHCID 21956805189.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of compound 3 (2.66 g, 7.27 mmol) in DMF (15 mL) was added K2CO3 (2.00 g, 15 mmol) and ethyl bromoacetate (1.61 mL, 14.5 mmol). The resulting mixture was stirred at 60° C. for three hours. The mixture was diluted with water and extracted with EtOAc (3×50 mL). The organic layers were combined, dried over Na2SO4. and concentrated. Purification with column chromatography (hexanes/EtOAc 50:50) gave the product 4 (3.02 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582668B2
Source datasetuspto-grants-2009_09
ORD IDord-7d41e605c2d94ae2856e3edd668b1ae3
Source noteuspto-grants-2009_09