Acetonitrile → HCID 68668375, compound

HRID 216314

Reaction equation

HRID 216314 reaction equation
F[B-](F)(F)F.[N:6]#[O+:7].[CH3:8][C:9]([CH3:15])([CH2:13][CH3:14])[CH2:10][CH:11]=[CH2:12].[C:16](#[N:18])[CH3:17]>>[CH3:8][C:9]([CH3:15])([CH2:13][CH3:14])[CH2:10][C:11]1[N:18]=[C:16]([CH3:17])[N:6]([OH:7])[CH:12]=1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 1371364,4-Dimethyl-1-hexeneHCID 11137142Nitrilooxonium tetrafluoroborate

Product 1

HCID 68668375HCID 68668375, compound

Procedure

Nitrosonium tetrafluoroborate 45 g (0.38 mol) was added in three portions to a 0° C. solution of 4,4-dimethyl-1-hexene (43 g, 0.38 mol) in acetonitrile (100 mL). After stirring at ambient temperature for 1 h, the reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with water, saturated aqueous sodium bicarbonate and brine, dried (magnesium sulfate), filtered and concentrated in vacuo to afford 4-(2,2-dimethylbutyl)-2-methyl-1H-imidazol-1-ol which was used in the subsequent step without further purification.

Workup

  1. filtrationthe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with water, saturated aqueous sodium bicarbonate and brine
  5. dry with materialdried (magnesium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e8e4cbd842094a0cb5f370941b023fc7
Source dataset
uspto-grants-2012_06
Patent number
US08193228B2

Linked notes

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