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

HRID 1424928

Reaction equation

HRID 1424928 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-7476cebbffc243caba2845ee7fdefc84
Source dataset
uspto-grants-2015_01
Patent number
US08927588B2

Linked notes

Loading…