2,4-Dimethoxy-5-thien-2-ylbenzaldehyde → 2-{4-[3E-(2,4-Dimethoxy-5-thiophen-2-yl-phenyl)-acryloyl]-phenyl}-2-methyl-propionic acid

HRID 10702Notes

Reaction equation

HRID 10702 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:15])([CH3:14])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:16][O:17][C:18]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([C:28]2[S:29][CH:30]=[CH:31][CH:32]=2)=[CH:22][C:19]=1[CH:20]=O>>[CH3:16][O:17][C:18]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([C:28]2[S:29][CH:30]=[CH:31][CH:32]=2)=[CH:22][C:19]=1/[CH:20]=[CH:2]/[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:15])([CH3:14])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1)=[O:3]

Participants

3

Procedure

The title compound was prepared by condensing 2-(4-acetyl-phenyl)-2-methyl-propionic acid (Ex-77A) and 2,4-dimethoxy-5-thiophen-2-yl-benzaldehyde (Ex-6A) in a similar manner as described in Ex-3. White foam. 1H-NMR (CCDl3) δ 8.11–7.86 (m, 5H), 7.62–7.46 (m, 3H), 7.42 (d, J=3.2 Hz, 1H), 7.31 (d, J=5.3, 1H), 7.10–7.08 (m, 1H), 6.54 (s, 1H), 3.99 (s, 3H), 3.97 (s, 3H), 1.67 (s, 3H), 1.65 (s, 3H). MS m/z=436 (M+, 55%), 405 ([M−OCH3]+, 100%).

Sources & evidence

ORD record
ord-92e59941288a4438a8b274609f6ec176
Source dataset
uspto-grants-2006_08
Patent number
US07094801B2

Reaction notes

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