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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577548Generated: October 31, 2026

Iodoethane → Methyl 6-bromo-3-ethoxy-2-methylbenzoate

https://huagongshe.com/reaction/577548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 6-bromo-3-hydroxy-2-methylbenzoateHCID 77058981—
SolventDimethylformamideHCID 6228—
ProductMethyl 6-bromo-3-ethoxy-2-methylbenzoateHCID 8672377696%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of methyl 6-bromo-3-hydroxy-2-methylbenzoate (114b, 0.701 g, 2.86 mmol) in DMF (6 mL) was added cesium carbonate (0.997 g, 3.0 mmol) and then iodoethane (0.400 mL, 5.00 mmol). The reaction was stirred at 65° C. for 30 minutes. The reaction mixture was poured into ethyl acetate and washed with water (×2). The ethyl acetate layer was concentrated under vacuum to give methyl 6-bromo-3-ethoxy-2-methylbenzoate (114c, 0.75 g, 96% yield) as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040515B2
Source datasetuspto-grants-2015_05
ORD IDord-d6c42be0a4c14c7f8ea15a5f426d572a
Source noteuspto-grants-2015_05