Acetic Anhydride → HCID 22449519, compound

HRID 355962Notes

Reaction equation

HRID 355962 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[O:15].[C:16](OC(=O)C)(=[O:18])[CH3:17].[H][H]>[Pd].C(O)(=O)C>[C:16]([NH:12][C:9]1[CH:10]=[CH:11][C:2]([CH3:1])=[C:3]2[C:8]=1[C:7](=[O:15])[CH2:6][CH2:5][CH2:4]2)(=[O:18])[CH3:17]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 22449412HCID 22449412, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22449519HCID 22449519, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

The compound prepared in (5) above (2.5 gm) was dissolved into a mixed solvent of 50 ml of acetic acid and 50 ml of acetic anhydride. The mixture was catalytically hydrogenated for 1 hour in a hydrogen stream with the addition of 800 mg of 10% palladium-on-carbon. After removing the catalyst by filtration, the reaction mixture was concentrated. The residue was subjected to silica gel column chromatography using chloroform as an eluant to obtain fractions containing the target compound. The fractions were concentrated to produce 2.22 gm of the title compound.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. concentrationthe reaction mixture was concentrated
  4. customto obtain fractions
  5. additioncontaining the target compound
  6. concentrationThe fractions were concentrated

Sources & evidence

ORD record
ord-bb2cffe4a80d4bee87ed936973d5b59c
Source dataset
uspto-grants-1998_11
Patent number
US05834476

Reaction notes

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