Imidazole → HCID 12786183, compound

HRID 224513Notes

Reaction equation

HRID 224513 reaction equation
[OH:1][C:2]([CH3:11])([C:6](=[CH2:10])[CH2:7][CH2:8][CH3:9])[CH2:3][C:4]#[CH:5].N1C=CN=C1.CN(C)C=O.Cl[Si:23]([CH3:26])([CH3:25])[CH3:24]>O>[CH3:11][C:2]([O:1][Si:23]([CH3:26])([CH3:25])[CH3:24])([C:6](=[CH2:10])[CH2:7][CH2:8][CH3:9])[CH2:3][C:4]#[CH:5]

Participants

6

Reactant 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 6397ChlorotrimethylsilaneHCID 20565046HCID 20565046, compound

Product 1

HCID 12786183HCID 12786183, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 25.77 g. of 4-hydroxy-4-methyl-5-methylene-1-octyne and 28.6 g. of imidazole in 50 ml. of dimethylformamide is added 22.9 g. of chlorotrimethylsilane. The mixture is stirred at room temperature for 40 minutes, poured into cold water and extracted with petroleum ether. The extract is washed with water and saturated sodium bicarbonate solution, dried over magnesium sulfate and the solvent is removed. The residue is distilled and the desired product recovered at 85°-87° C. (0.45 mm.) as a colorless liquid.

Workup

  1. extractionextracted with petroleum ether
  2. washThe extract is washed with water and saturated sodium bicarbonate solution
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent is removed
  5. distillationThe residue is distilled
  6. customthe desired product recovered at 85°-87° C. (0.45 mm.) as a colorless liquid

Sources & evidence

ORD record
ord-6b20ba9a1a3041aa9d47ff2a395d4454
Source dataset
uspto-grants-1980_11
Patent number
US04232166

Reaction notes

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