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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508461Generated: October 30, 2026

Acetic Acid → HCID 67513543, compound

https://huagongshe.com/reaction/1508461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant3-(4-methoxyphenyl)-3-methylbutanoic acidHCID 316804—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductHCID 67513543HCID 67513543—

Reaction Steps

3-(4-methoxyphenyl)-3-methylbutanoic acid (513 mg, 2.463 mmol) was dissolved in toluene (13.3 ml) and methanol (2 ml). TMS-diazomethane (1.848 ml, 3.70 mmol) was added dropwise. Evolution of gas was observed, and a yellow color persisted. After 45 minutes, the reaction was quenched with acetic acid (200 uL, 3.5 mmol). The reaction was concentrated, and the residue was purified by flash chromatography on silica gel with 0 to 75% EtOAc/hexanes to afford methyl 3-(4-methoxyphenyl)-3-methylbutanoate. 1H NMR (CDCl3, 500 MHz) δ 7.28 (d, J=8.8 Hz, 2H), 6.85 (d, J=8.8 Hz, 2H), 3.79 (s, 3H), 3.54 (s, 3H), 2.59 (s, 2H), 1.43 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221834B2
Source datasetuspto-grants-2015_12
ORD IDord-a5877b0af0ba4b5aa410c29177a889c0
Source noteuspto-grants-2015_12