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

HRID 1260050Notes

Reaction equation

HRID 1260050 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-0dc1374f728c4c49bfb303ae8256e596
Source dataset
uspto-grants-2013_06
Patent number
US08466282B2

Reaction notes

Loading…