Imidazole → HCID 57743260, compound

HRID 1095132Notes

Reaction equation

HRID 1095132 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][OH:20])=[CH:13][CH:12]=2)=[C:6]([CH:9]=1)[CH:7]=[O:8].[C:21]([Si:25]([CH3:28])([CH3:27])Cl)([CH3:24])([CH3:23])[CH3:22].N1C=CN=C1>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][O:20][Si:25]([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:28])[CH3:27])=[CH:13][CH:12]=2)=[C:6]([CH:9]=1)[CH:7]=[O:8]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 57743200HCID 57743200, compound

Product 1

HCID 57743260HCID 57743260, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner similar to the method described in Example 60b, 5-bromo-2-[4-(3-hydroxy-propyl)-phenoxy]-benzaldehyde (9 g, 27 mmol) was reacted with tert-butyldimethylchlorosilane (4.45 g, 30 mmol) and imidazole in N,N-dimethylformamide to give 5-bromo-2-{4-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenoxy}-benzaldehyde as a brown oil (Yield 12 g, 100%).

Sources & evidence

ORD record
ord-b1f4564800404d1e8c40bbf72202c342
Source dataset
uspto-grants-2012_03
Patent number
US08134001B2

Reaction notes

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