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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208749Generated: October 25, 2026

Water → Methyl 3-bromo-5-nitrobenzoate

https://huagongshe.com/reaction/2208749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 5-bromo-2-methyl-3-nitrobenzoic acidHCID 86623945—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-bromo-5-nitrobenzoateHCID 239341104.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To stirred solution of 5-bromo-2,4-dimethyl-3-nitrobenzoic acid (13 g, 47.44 mmol) in DMF (120 mL), sodium carbonate (15 g, 142.2 mmol) and methyl iodide (4.4 ml, 71.16 mmol) were added. Resulting reaction mass was heated at 60° C. for 8 h. On completion, water was added to the reaction mass and extraction was carried out using ethyl acetate. Combined organic layers were washed with sat. bicarbonate solution and 5 N HCl, dried over sodium sulphate, concentrated under reduced pressure giving desired compound (12.9 g, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-bf978c14db984630b8147a13eb9148b8
Source noteuspto-grants-2016_06