2-Methyl-2-butene → HCID 178524893, compound

HRID 43459

Reaction equation

HRID 43459 reaction equation
[OH2:1].O.P([O-])(O)(O)=O.[Na+].CC(=CC)C.Cl([O-])=O.[Na+].[F:18][C:19]([F:28])([F:27])[C:20]1[N:21]=[C:22]([CH:25]=[O:26])[NH:23][CH:24]=1>C(O)(C)(C)C>[F:28][C:19]([F:18])([F:27])[C:20]1[N:21]=[C:22]([C:25]([OH:1])=[O:26])[NH:23][CH:24]=1

Participants

6

Reactant 4

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23673460Sodium Phosphate, Monobasic, DihydrateHCID 178519985HCID 178519985, compound

Product 1

HCID 178524893HCID 178524893, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

Sodium dihydrogenphosphate dihydrate (720 mg, 4.62 mmol), 2-methyl-2-butene (1.2 ml, 11.4 mmol) and sodium chlorite (420 mg, 4.64 mmol) were added under ice-cooling to a solution of 4-(trifluoromethyl)-1H-imidazole-2-carbaldehyde obtained in Example (33b) (375 mg, 2.29 mmol) in t-butyl alcohol (12 ml)/distilled water (5 ml), followed by stirring for 1.5 hours. The reaction solution was concentrated under reduced pressure, and then the residue was purified by reverse phase silica gel column chromatography (elution solvent: distilled water) to obtain 0.402 g of the title compound as a white solid (98%).

Workup

  1. distillation)/distilled water (5 ml)
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. distillationthe residue was purified by reverse phase silica gel column chromatography (elution solvent: distilled water)

Sources & evidence

ORD record
ord-dfb5dbc140d94e42ae20fad4d81cbb8b
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Linked notes

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