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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 260174Generated: October 23, 2026

Toluene → 4-(4-Methylphenyl)-4-oxobutanoic acid

https://huagongshe.com/en/reaction/260174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSuccinic anhydrideHCID 7922—
ReactantAluminum(III) ChlorideHCID 6451240—
Product4-(4-Methylphenyl)-4-oxobutanoic acidHCID 24416275%

Reaction Steps

Toluene 10b (99.9%, 5.5 eq) was reacted with succinic anhydride (99%, 1 eq) and AlCl3 (95%, 2 eq) for 24 h according to the general procedure. Yellow crystals of 11b were obtained in 75% yield. 1H-NMR: 7.88 (d, 2H, J=8.2 Hz, Ar--H); 7.26 (d, 2H, J=4.8 Hz, Ar--H); 3.29 (t, 2H, J=6.6 Hz, CH2CH2COOH); 2.80 (t, 2H, J=6.6 Hz, CH2CH2COOH); 2.41 (s, 3H, CH3). 13C-NMR: 192.44; 178.70; 144.13; 133.91; 129.29; 128.14; 33.02; 28.06; 21.63.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05525736
Source datasetuspto-grants-1996_06
ORD IDord-eedb300dd053411aa31b470247cd67c7
Source noteuspto-grants-1996_06