Reaktion #347356

ord-eedb300dd053411aa31b470247cd67c7

Reaktionsgleichung

Cc1ccccc1
Toluene
O=C1CCC(=O)O1
succinic anhydride
[Al+3].[Cl-].[Cl-].[Cl-]
AlCl3
→
Cc1ccc(C(=O)CCC(=O)O)cc1
11b
Ausbeute 75.0%
Cc1ccc(C(=O)CCC(=O)O)cc1
3-(4-Methylbenzoyl)-propionic acid
Ausbeute 75.0%

Edukte

Cc1ccccc1
Toluene
O=C1CCC(=O)O1
succinic anhydride
[Al+3].[Cl-].[Cl-].[Cl-]
AlCl3

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05525736uspto-grants-1996_06