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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-(Tert-butyl)-2-methoxy-3-nitrobenzoic acid | HCID 50882319 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 5-tert-butyl-2-methoxy-3-nitro-benzoate | HCID 50882191 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08686022B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-44acfbbeb336467bbe52546cca3a727b |
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| Source note | uspto-grants-2014_04 |
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