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

HRID 1509558Notes

Reaction equation

HRID 1509558 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-8eb43afcbcac4cf9a20502229f6adca6
Source dataset
uspto-grants-2015_12
Patent number
US09221836B2

Reaction notes

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