Imidazole → HCID 12786212, compound

HRID 848919Notes

Reaction equation

HRID 848919 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-b1fdf71e0d8f4c22a3b14fe5a6cdcfa8
Source dataset
uspto-grants-1981_10
Patent number
US04297516

Reaction notes

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