Imidazole → HCID 10357235, compound

HRID 845805Notes

Reaction equation

HRID 845805 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:12][CH3:13])[C:10]=1[OH:11])[CH:6]=[O:7].[C:14]([Si:18]([CH3:21])([CH3:20])Cl)([CH3:17])([CH3:16])[CH3:15].N1C=CN=C1>CN(C)C=O>[Si:18]([O:11][C:10]1[C:9]([O:12][CH3:13])=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[O:2][CH3:1])([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 8655SyringaldehydeHCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 10357235HCID 10357235, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using the conditions described in Example 14c 2.05 of 3,5-dimethoxy-4-hydroxybenzaldehyde were reacted with 2.05 g of tert-butyldimethylchlorosilane in the presence of 0.91 g of imidazole and 15 ml of absolute dimethylformamide. The crude product was purified by chromatography on silica gel [Kieselgel 60 (0.063-0.200 mm)] with petroleum ether/ether (1:1) whereupon 2.91 g of the title compound were obtained in the form of crystals melting at 68° C.

Workup

  1. customThe crude product was purified by chromatography on silica gel [Kieselgel 60 (0.063-0.200 mm)] with petroleum ether/ether (1:1) whereupon 2.91 g of the title compound

Sources & evidence

ORD record
ord-ac1ce5791767454aa00939ef9663e3d2
Source dataset
uspto-grants-1988_07
Patent number
US04760087

Reaction notes

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