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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208917Generated: October 28, 2026

Methyl iodide → Benzoic acid, 5-methoxy-2-methyl-3-nitro-, methyl ester

https://huagongshe.com/reaction/2208917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 23009717HCID 23009717—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductBenzoic acid, 5-methoxy-2-methyl-3-nitro-, methyl esterHCID 53399479—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 5-hydroxy-2-methyl-3-nitrobenzoic acid (1.50 g, 7.61 mmol) in DMF (15 mL) was added sodium carbonate (3.23 g, 30.5 mmol) and methyl iodide (1.88 mL, 30.5 mmol). The resulting reaction mixture was heated at 60° C. for 8 h. On completion, the reaction mixture was diluted with water and extraction was carried out using ethyl acetate. The combined organic layers were dried and concentrated under reduced pressure to give the crude title compound (1.7 g) which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-e5fa4c38e4e94694965a113c9df36cac
Source noteuspto-grants-2016_06