Formic Acid → HCID 86633532, compound

HRID 1693187Notes

Reaction equation

HRID 1693187 reaction equation
[CH:1]([OH:3])=O.Cl.[NH2:5][OH:6].[C:7]([O-])(=O)[CH3:8].[Na+].[Cl-].[Na+].[C:14]([O:17][CH2:18][CH3:19])(=O)[CH3:15]>>[CH3:1][O:3][CH2:15][C@@H:14]([O:17][CH2:18][CH:19]=[N:5][OH:6])[CH:7]=[CH2:8]

Participants

6

Reactant 5

HCID 284Formic AcidHCID 5234Sodium ChlorideHCID 8857Ethyl AcetateHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 86633532HCID 86633532, compound

Procedure

Formic acid (35.1 mL), hydroxylamine hydrochloride (2.83 g) and sodium acetate (4.46 g) were added to the compound obtained in Preparation Example 24-(2) (5.82 g), and the mixture was stirred at room temperature for 30 minutes. Ethyl acetate and a saturated sodium chloride solution were added to the reaction solution, and the organic layer was separated. The organic layer was washed with saturated aqueous sodium chloride and then dried over anhydrous magnesium sulfate. The insoluble matter was separated by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (2.00 g).

Workup

  1. customthe organic layer was separated
  2. washThe organic layer was washed with saturated aqueous sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe insoluble matter was separated by filtration
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-a39eba0e4a15454b9c6091834f91fcc1
Source dataset
uspto-grants-2012_04
Patent number
US08158620B2

Reaction notes

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