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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505656Generated: October 29, 2026

Water → HCID 23147631, compound

https://huagongshe.com/reaction/505656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetic AnhydrideHCID 7918—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 23147512HCID 23147512—
SolventTolueneHCID 1140—
ProductHCID 23147631HCID 23147631126.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

The above-obtained 2-(carboxymethyl)-3-ethyl-4,6-bis(methoxymethoxy)benzoic acid (0.38 g, 1.2 mmol) was dissolved in toluene (20 mL) and the obtained solution was added with acetic anhydride (0.20 mL, 2.1 mmol), followed by stirring at 100° C. for 4 hours. The reaction mixture was added with water and then extracted with diethylether 3 times. The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. Then, the solvent was evaporated under reduced pressure and the obtained residue was dissolved in methanol (20 mL). The obtained solution was added with sodium methoxide (0.22 g, 4.2 mmol) and stirred at a room temperature for 7 hours. After adding water, the reaction mixture was extracted with ethyl acetate 3 times. The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. Then, the solvent was evaporated under reduced pressure to obtain 3-ethyl-2-(methoxycarbonylmethyl)-4,6-bis(methoxymethoxy)benzoic acid (0.52 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781485B2
Source datasetuspto-grants-2010_08
ORD IDord-fa6c513bef814edcbe3e3d3a82aa974b
Source noteuspto-grants-2010_08