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

HRID 2169038Notes

Reaction equation

HRID 2169038 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-23c7ad32920849b3a6eef983371b1807
Source dataset
uspto-grants-2015_06
Patent number
US09045436B2

Reaction notes

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