5-Bromo-2,4-dimethoxybenzaldehyde → 2,4-Dimethoxy-5-(5-methylthiophen-2-yl)-benzaldehyde

HRID 10652

Reaction equation

HRID 10652 reaction equation
Br[C:2]1[C:3]([O:12][CH3:13])=[CH:4][C:5]([O:10][CH3:11])=[C:6]([CH:9]=1)[CH:7]=[O:8].[CH3:14][C:15]1[S:19][C:18](B(O)O)=[CH:17][CH:16]=1>>[CH3:11][O:10][C:5]1[CH:4]=[C:3]([O:12][CH3:13])[C:2]([C:18]2[S:19][C:15]([CH3:14])=[CH:16][CH:17]=2)=[CH:9][C:6]=1[CH:7]=[O:8]

Participants

3

Reactant 2

HCID 6683465-Bromo-2,4-dimethoxybenzaldehydeHCID 2734374(5-Methylthiophen-2-yl)boronic acid

Product 1

HCID 161159132,4-Dimethoxy-5-(5-methylthiophen-2-yl)-benzaldehydeYield 100%

Procedure

Ex-40A: 2,4-Dimethoxy-5-(5-methyl-thiophen-2-yl)-benzaldehyde was prepared from 5-bromo-2,4-dimethoxybenzaldehyde and 5-methyl-thiophene-2-boronic acid in a similar manner as described in Ex-3A, 100% yield. 1H-NMR (CDCl3) δ 10.33 (s, 1H), 8.05 (s, 1H), 7.22 (d, J=4 Hz, 1H), 6.72 (d, J=4 Hz, 1H), 6.49 (s, 1H), 4.00 (s, 3H), 3.97 (s, 3H), 2.50 (s, 3H). HMRS (EI) calcd. for C14H14O3S: 262.0664; found: 262.0665.

Sources & evidence

ORD record
ord-dd0ec8ebfe9741fe8411348cbbc1cf68
Source dataset
uspto-grants-2006_08
Patent number
US07094801B2

Linked notes

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