Imidazole → HCID 12786212, compound

HRID 126730Notes

Reaction equation

HRID 126730 reaction equation
[OH:1][CH2:2][C:3](=[O:8])[CH2:4][CH2:5][CH2:6][CH3:7].CN(C)C=O.N1C=CN=C1.Cl[Si:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22]>O>[CH2:21]([Si:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[O:1][CH2:2][C:3](=[O:8])[CH2:4][CH2:5][CH2:6][CH3:7])[CH3:22]

Participants

6

Reactant 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 13819ChlorotriethylsilaneHCID 1255690473397-68-9

Product 1

HCID 12786212HCID 12786212, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of the crude 1-hydroxy-hexan-2-one (prepared in Example 1) in 80 ml. of dimethylformamide at 0° C. is added with stirring, 40.8 g. of imidazole and 45.21 g. of chlorotriethylsilane. The mixture is stirred at 0° C. for 5 minutes and then at room temperature overnight, then poured into cold water and extracted with petroleum ether. The petroleum ether solution is washed with water, then saturated sodium bicarbonate solution and then dried over magnesium sulfate. The solvent is removed and the residue is distilled. The fraction boiling at 95°-103° C. (0.7 mm.) is collected giving the desired product as a cloudy colorless liquid.

Workup

  1. stirringThe mixture is stirred at 0° C. for 5 minutes
  2. extractionextracted with petroleum ether
  3. washThe petroleum ether solution is washed with water
  4. dry with materialsaturated sodium bicarbonate solution and then dried over magnesium sulfate
  5. customThe solvent is removed
  6. distillationthe residue is distilled
  7. customThe fraction boiling at 95°-103° C. (0.7 mm.) is collected

Sources & evidence

ORD record
ord-cd9d328cb59b4ef2ab489306b8bde561
Source dataset
uspto-grants-1981_03
Patent number
US04254036

Reaction notes

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