Imidazole → HCID 54095776, compound

HRID 1973164Notes

Reaction equation

HRID 1973164 reaction equation
[I:1][CH:2]=[CH:3][C:4]([CH3:11])([OH:10])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].N1C=CN=C1.[Si:17](Cl)([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18]>CN(C)C=O>[I:1][CH:2]=[CH:3][C:4]([O:10][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18])([CH3:11])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 545226831-Iodo-3-methyloct-1-en-3-ol

Product 1

HCID 54095776HCID 54095776, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2.625 g. of dl-1-iodo-3-methyl-1-octen-3-ol, 3.2 g. of imidazole and 3.6 g. of t-butyldimethylsilyl chloride in 10 ml. of dimethylformamide is stirred at 60° C. for 35 hours under nitrogen. After vacuum evaporation of the solvent, the residue is extracted with hexane and chromatogaphed on neutral alumina (Activity 3). Elution with hexane gives the title product as an oil, 2.15 g.

Workup

  1. customAfter vacuum evaporation of the solvent
  2. extractionthe residue is extracted with hexane
  3. washElution with hexane

Sources & evidence

ORD record
ord-605d4a5ac4294a878900a85fd227a69d
Source dataset
uspto-grants-1976_12
Patent number
US03996255

Reaction notes

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