4-Acetylbenzoic Acid → 4-{3E-[5-(3,5Dimethyl-isoxazol-4-yl)-2,4-dimethoxy-phenyl]-acryloyl}-benzoic acid

Participants

Role	Name	HCID	Charge
Reactant	4-Acetylbenzoic Acid	HCID 11470	—
Reactant	5-(3,5-Dimethyl-isoxazol-4-yl)2,4-dimethoxy-benzaldehyde	HCID 21980966	—
Product	4-{3E-[5-(3,5Dimethyl-isoxazol-4-yl)-2,4-dimethoxy-phenyl]-acryloyl}-benzoic acid	HCID 21041629	7%

Reaction Steps

The title compound was prepared by condensing 5-(3,5-dimethyl-isoxazol-4-yl)-2,4-dimethoxy-benzaldehyde (Ex-33A) and 4-acetylbenzoic acid in a similar manner as described in Ex-3. Yellow solid, mp>260° C., 7% yield. 1H-NMR (DMSO-d6) δ 8.15 (d, J=8 Hz, 2H), 8.04 (d, J=16 Hz, 1H), 8.02 (d, J=8 Hz, 2H), 7.89 (s, 1H), 7.81 (d, J=16 Hz, 1H), 6.79 (s, 1H), 4.00 (s, 3H), 3.97 (s, 3H), 2.23 (s, 3H) 2.05 (s, 3H) MS m/z=407 ([M]+, 60%), 376 (100%). HMRS (EI) calcd. for C23H21NO6: 407.1369; found: 407.1375.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07094801B2
Source dataset	uspto-grants-2006_08
ORD ID	ord-bf5538abf09f4116b115afb71cb81295
Source note	uspto-grants-2006_08