Imidazole → HCID 12786200, compound

HRID 262880Notes

Reaction equation

HRID 262880 reaction equation
[I:1]/[CH:2]=[CH:3]/[CH2:4][C:5]([OH:11])([CH3:10])[CH2:6][CH2:7][CH2:8][CH3:9].N1C=CN=C1.CN(C)C=O.Cl[Si:23]([CH3:26])([CH3:25])[CH3:24]>CCCCCC>[I:1]/[CH:2]=[CH:3]/[CH2:4][C:5]([CH3:10])([O:11][Si:23]([CH3:26])([CH3:25])[CH3:24])[CH2:6][CH2:7][CH2:8][CH3:9]

Participants

6

Reactant 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 6397ChlorotrimethylsilaneHCID 12884304HCID 12884304, compound

Product 1

HCID 12786200HCID 12786200, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To a stirred mixture of 24.5 g (55.6 mmoles) of 1-iodo-4-hydroxy-4-methyl-trans-1-octene (Example 130), 13.6 g (200 mmoles) of imidazole, and 75 ml of dimethylformamide is added 10.9 g (100 mmoles) of chlorotrimethylsilane. After standing overnight the mixture is poured into 250 ml of hexane. The mixture is washed thoroughly with water followed by brine and dried over magnesium sulfate. After removal of the solvent, the product is distilled to give a colorless liquid, bp 67.5°-68° C. (0.07 mm).

Workup

  1. washThe mixture is washed thoroughly with water
  2. dry with materialdried over magnesium sulfate
  3. customAfter removal of the solvent
  4. distillationthe product is distilled
  5. customto give a colorless liquid, bp 67.5°-68° C. (0.07 mm)

Sources & evidence

ORD record
ord-20bdd246d5a640f9a2a2e4a1abe2f7c1
Source dataset
uspto-grants-1979_05
Patent number
US04154954

Reaction notes

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