Imidazole → HCID 12786233, compound

HRID 126728Notes

Reaction equation

HRID 126728 reaction equation
[OH:1][C:2]([CH3:10])([CH2:6][CH2:7][CH:8]=[CH2:9])[CH2:3][C:4]#[CH:5].N1C=CN=C1.CN(C)C=O.[CH3:21][Si:22]([CH3:26])([CH3:25])OCl>O>[CH3:10][C:2]([O:1][Si:22]([CH3:26])([CH3:25])[CH3:21])([CH2:6][CH2:7][CH:8]=[CH2:9])[CH2:3][C:4]#[CH:5]

Participants

6

Reactant 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 205650044-Hydroxy-4-methyl-oct-1-yn-7-eneHCID 20565034HCID 20565034, compound

Product 1

HCID 12786233HCID 12786233, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 50 g. of 4-hydroxy-4-methyl-oct-1-yn-7-ene and 61.3 g. of imidazole in 100 ml. of dimethylformamide at 0° C., is added, with stirring, 49.1 g. of trimethylsilyloxy chloride. The mixture is stirred at room temperature overnight and poured into petroleum ether and water. The organic layer is washed with water and saturated sodium bicarbonate solution and dried over magnesium sulfate. The solvent is removed and the residue distilled (74°-78° C., 1.5 mm.) to give the product as a colorless liquid.

Workup

  1. additionTo a mixture of 50 g
  2. stirringThe mixture is stirred at room temperature overnight
  3. washThe organic layer is washed with water and saturated sodium bicarbonate solution
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent is removed
  6. distillationthe residue distilled (74°-78° C., 1.5 mm.)

Sources & evidence

ORD record
ord-263bc6dc480d406c951e2042df817117
Source dataset
uspto-grants-1981_03
Patent number
US04254036

Reaction notes

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