Imidazole → HCID 12786200, compound

HRID 261371Notes

Reaction equation

HRID 261371 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-402f672f6fbd40c1918150e7c4d1c693
Source dataset
uspto-grants-1979_08
Patent number
US04165331

Reaction notes

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