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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360504Generated: October 31, 2026

Water → Methyl 5-tert-butyl-2-methoxy-3-nitro-benzoate

https://huagongshe.com/reaction/2360504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantThionyl ChlorideHCID 24386—
Reactant5-(Tert-butyl)-2-methoxy-3-nitrobenzoic acidHCID 50882319—
SolventMethanolHCID 887—
ProductMethyl 5-tert-butyl-2-methoxy-3-nitro-benzoateHCID 50882191—

Reaction Conditions

Temperature0 °C

Reaction Steps

5.4 g 5-tert-butyl-2-methoxy-3-nitro-benzoic acid are dissolved in 50 ml of methanol, cooled to 0° C. and combined dropwise with 2.32 ml of thionyl chloride. After the addition has ended the mixture is heated for 12 hours to 60° C. Then the solvents are eliminated in vacuo, the residue is divided between water and ethyl acetate and the aqueous phase is extracted twice with ethyl acetate. The combined organic phases are dried on magnesium sulphate and the solvent is eliminated in vacuo. The residue thus obtained is chromatographed on silica gel (cyclohexane/ethyl acetate (98:2 to 60:40).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686022B2
Source datasetuspto-grants-2014_04
ORD IDord-44acfbbeb336467bbe52546cca3a727b
Source noteuspto-grants-2014_04