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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1598809Generated: November 1, 2026

Ethylvanillin → 2-(2-Ethoxy-4-formylphenoxy)acetic acid

https://huagongshe.com/reaction/1598809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylvanillinHCID 8467—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl bromoacetateHCID 79177—
SolventDimethylformamideHCID 6228—
Product2-(2-Ethoxy-4-formylphenoxy)acetic acidHCID 801537120.2%

Reaction Steps

4-Hydroxy-3-ethoxybenzaldehyde (5.0 g, 36 mmol), potassium carbonate (5.0 g, 36 mmol), and t-butyl bromoacetate (5.9 mL, 36 mmol) were heated to 55° C. overnight in DMF (35 mL). After removal of solvent, the mixture was extracted with EtOAc and water, then brine. After drying (Na2SO4), solvent was removed no yield a white solid (9.7 g). mp 90°-92.6° C. MS(NH3): 298 (base, M+NH4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05739163
Source datasetuspto-grants-1998_04
ORD IDord-f35afbec73174a538b72b0957760d918
Source noteuspto-grants-1998_04