Imidazole → HCID 12786200, compound

HRID 2419948Notes

Reaction equation

HRID 2419948 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 605), 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, boiling point 67.5°-68° (0.07 mm.).

Workup

  1. additionTo a stirred mixture of 24.5 g
  2. additionthe mixture is poured into 250 ml
  3. washThe mixture is washed thoroughly with water
  4. dry with materialdried over magnesium sulfate
  5. customAfter removal of the solvent
  6. distillationthe product is distilled
  7. customto give a colorless liquid, boiling point 67.5°-68° (0.07 mm.)

Sources & evidence

ORD record
ord-06cea02dc28547f191bac08dbe78a555
Source dataset
uspto-grants-1978_08
Patent number
US04107441

Reaction notes

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