HCID 54525609, compound → HCID 12874030, compound

HRID 2286538Notes

Reaction equation

HRID 2286538 reaction equation
[CH3:1][C:2]1([CH:7]=[CH:8][O:9][C:10](=[O:12])[CH3:11])[NH:5][C:4](=[O:6])[CH2:3]1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][C:2]1([CH2:7][CH2:8][O:9][C:10](=[O:12])[CH3:11])[NH:5][C:4](=[O:6])[CH2:3]1

Participants

5

Reactant 2

HCID 54525609HCID 54525609, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12874030HCID 12874030, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-methyl-4-(2-acetoxyvinyl)-2-azetidinone (10.0 g, 0.065 mole) in 200 ml ethyl acetate containing 100 mg of 10% Pd/C is hydrogenated on a Parr shaker at 25° C. under 40 psi hydrogen for 15 minutes. The mixture is filtered through a bed of Supercel and washed with additional ethyl acetate. The combined filtrate is evaporated in vacuo to give 4-methyl-4-(2-acetoxyethyl)-2-azetidinone.

Workup

  1. filtrationThe mixture is filtered through a bed of Supercel
  2. washwashed with additional ethyl acetate
  3. customThe combined filtrate is evaporated in vacuo

Sources & evidence

ORD record
ord-8565f15e021542778ce46ecb7bbd2411
Source dataset
uspto-grants-1981_05
Patent number
US04267188

Reaction notes

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