Acetic Anhydride → Methyl 2-(acetylamino)-7-methoxy-3-oxoheptanoate

HRID 1184225Notes

Reaction equation

HRID 1184225 reaction equation
O[N:2]=[C:3]([C:8](=[O:15])[CH2:9][CH2:10][CH2:11][CH2:12][O:13][CH3:14])[C:4]([O:6][CH3:7])=[O:5].[C:16](OC(=O)C)(=[O:18])[CH3:17]>C(O)(=O)C.[C].[Pd]>[C:16]([NH:2][CH:3]([C:8](=[O:15])[CH2:9][CH2:10][CH2:11][CH2:12][O:13][CH3:14])[C:4]([O:6][CH3:7])=[O:5])(=[O:18])[CH3:17]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 178494995HCID 178494995, compound

Product 1

HCID 58355553Methyl 2-(acetylamino)-7-methoxy-3-oxoheptanoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

Methyl 2-(hydroxyimino)-7-methoxy-3-oxoheptanoate (5.70 g) and palladium-carbon (900 mg) were suspended in acetic acid (60 ml)-acetic anhydride (25 ml) and the mixture was stirred under a hydrogen atmosphere (1 atom) at room temperature for 14 hr. The palladium catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give the object product (5.48 g).

Workup

  1. filtrationThe palladium catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5804edf3a490450e99a4ce1e9c42ca67
Source dataset
uspto-grants-2014_03
Patent number
US08664380B2

Reaction notes

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