Acetic Anhydride → HCID 67348858, compound

HRID 910577Notes

Reaction equation

HRID 910577 reaction equation
[CH2:1]([C:8]1[C:9](=[O:16])[NH:10][NH:11][C:12]=1[CH:13]([CH3:15])[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>O1CCCC1.C(O)(=O)C>[C:17]([N:11]1[C:12]([CH:13]([CH3:14])[CH3:15])=[C:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:9](=[O:16])[NH:10]1)(=[O:19])[CH3:18]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 673516914-Benzyl-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one

Product 1

HCID 67348858HCID 67348858, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 8028TetrahydrofuranSolvent

Procedure

4-Benzyl-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one (1.50 g) was dissolved in tetrahydrofuran (6.0 g) at room temperature. Acetic anhydride (0.708 g) and acetic acid (0.0208 g) was added to the solution successively. After the reaction mixture was stirred at room temperature for 15 hours, the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (The product was eluted with dichloromethane at first, and then n-hexane/ethyl acetate=4/1) to give 1-acetyl-4-benzyl-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one (1.38 g).

Workup

  1. customthe solvent was removed under reduced pressure
  2. customThe residue was purified by column chromatography on silica gel (The product
  3. washwas eluted with dichloromethane at first, and then n-hexane/ethyl acetate=4/1)

Sources & evidence

ORD record
ord-579bd2bac8bb45139b4b49b6448392db
Source dataset
uspto-grants-2011_09
Patent number
US08022192B2

Reaction notes

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