Imidazole → HCID 11030898, compound

HRID 605433Notes

Reaction equation

HRID 605433 reaction equation
[OH:1][CH2:2][CH2:3][C:4](=[O:6])[CH3:5].N1C=CN=C1.[Si:12](Cl)([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13]>CN(C=O)C>[Si:12]([O:1][CH2:2][CH2:3][C:4](=[O:6])[CH3:5])([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 1115094-Hydroxy-2-Butanone

Product 1

HCID 11030898HCID 11030898, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Hydroxybutan-2-one (1.0 g, 11.35 mmol), imidazole (1.16 g, 17 mmol) in DMF (15 ml) was reacted with tert-butyldimethylsilyl chloride (1.7 g, 11.35 mmol) for three hours at room temperature. The reaction was partitioned with ether and water. The aqueous phase was extracted several times with ether. The combined organics were washed several times with water then dried over magnesium sulfate and concentrated in vacuo to give the title compound as a clear oil (2.16 g, 94%).

Workup

  1. customThe reaction was partitioned with ether and water
  2. extractionThe aqueous phase was extracted several times with ether
  3. washThe combined organics were washed several times with water
  4. dry with materialthen dried over magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e1427edce61d4dd1a12480b94ce9e50a
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

Loading…