Imidazole → HCID 54095776, compound

HRID 2083682Notes

Reaction equation

HRID 2083682 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 dimethyformamide is stirred at 60° C. for 35 hours under nitrogen. After vacuum evaporation of the solvent, the residue is extracted with hexane and chromatographed on neutral alumina (Activity 3). Elution with hexane gives the title product as an oil, 2.5 g.

Workup

  1. customAfter vacuum evaporation of the solvent
  2. extractionthe residue is extracted with hexane
  3. customchromatographed on neutral alumina (Activity 3)
  4. washElution with hexane

Sources & evidence

ORD record
ord-a1fdf4c966fb4865b0e31c60bef245fd
Source dataset
uspto-grants-1978_04
Patent number
US04086269

Reaction notes

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