Reaktion #10765

ord-763725ebc57e427ab20c04902207ecc0

Reaktionsgleichung

COc1ccc(C=O)cc1-c1cccs1
4-methoxy-3-(thiophen-2-yl)-benzaldehyde
CC(=O)c1ccccc1C(=O)O
2-acetylbenzoic acid
→
COc1ccc(/C=C/C(=O)c2ccccc2C(=O)O)cc1-c1cccs1
title compound
Ausbeute 44.0%
COc1ccc(/C=C/C(=O)c2ccccc2C(=O)O)cc1-c1cccs1
2-[3E-(4-Methoxy-3-thiophen-2-yl-phenyl)-acryloyl]-benzoic acid
Ausbeute 44.0%

Edukte

COc1ccc(C=O)cc1-c1cccs1
4-methoxy-3-(thiophen-2-yl)-benzaldehyde
CC(=O)c1ccccc1C(=O)O
2-acetylbenzoic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The title compound was prepared by condensing 4-methoxy-3-(thiophen-2-yl)-benzaldehyde (Ex-41A) and 2-acetylbenzoic acid in a similar manner as described in Ex-3. Beige solid with green tint, mp 79–81° C., 44% yield. 1H-NMR (DMSO-D6) δ 8.07 (d, J=2 Hz, 1H), 7.91 (d, J=8 Hz, 1H), 7.73 (dd, J=2, 4 Hz, 1H), 7.67–7.70 (m, 2H), 7.63 (dd, J=2, 7 Hz, 1H), 7.57 (dd, J=2,5 Hz, 1H), 7.50 (d, J=8 Hz, 1H), 7.22 (d, J=2 Hz, 2H), 7.19 (d, J=8 Hz, 1H), 7.12 (dd, J=4, 5 Hz, 1H), 3.96 (s, 3H). HRMS m/z=calc. 365.0848, found 365.0853.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07094801B2uspto-grants-2006_08