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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945462Generated: November 1, 2026

(2,4-Dichlorophenoxy)Acetic Acid → HCID 24812098, compound

https://huagongshe.com/reaction/1945462

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,4-Dichlorophenoxy)Acetic AcidHCID 1486—
ReactantDichloromethaneHCID 6344—
ReactantMethyl 3-amino-4-hydroxybenzoateHCID 10815—
ReactantSodium HydroxideHCID 14798—
SolventTrimethyl(phosphooxy)silaneHCID 16133246—
ProductHCID 24812098HCID 2481209872.6%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 3-amino-4-hydroxy-benzoic acid methyl ester (105.7 mg, 0.63 mmol) and 2,4-dichlorophenoxyacetic acid (100 mg, 0.45 mmol) in PPSE (1.5 mL) was heated at 160° C. for 4 h. At the end of the reaction period, the mixture was taken to 3 mL dichloromethane and neutralized with 4.5 mL 1 N NaOH solution. The organic layer was separated and the aqueous solution extracted with 3×3 mL portions of dichloromethane. The combined extracts were dried over anhydrous MgSO4, filtered and the solvent was removed with rotary evaporator under reduced pressure. The residue was purified by flash chromatography (EtOAc:hexanes=1:1) to afford 2-(2,4-dichlorophenoxymethyl)-benzoxazole-5-carboxylic acid methyl ester as a colorless powder (0.115 g, 52% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-73eb1584e6d24c0c8b796f54a1ebc76a
Source noteuspto-grants-2013_03