HCID 22942369, compound → HCID 22942360, compound

HRID 362465Notes

Reaction equation

HRID 362465 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][N:6]([C:11](=[O:31])[CH2:12][C@H:13]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:14]([O:16]CC1C=CC=CC=1)=[O:15])[CH2:5]2>C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][N:6]([C:11](=[O:31])[CH2:12][C@H:13]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:14]([OH:16])=[O:15])[CH2:5]2

Participants

3

Reactant 1

HCID 22942369HCID 22942369, compound

Product 1

HCID 22942360HCID 22942360, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

150 mg of 10% palladized carbon are added to a solution of 1.18 g (2.83 mmol) of phenylmethyl 5-fluoro-γ-oxo-α(S)-(phenylmethyl)-2,3-dihydro-1H-isoindole-2-butanoate in 5 ml of ethyl acetate and the mixture is hydrogenated at the pressure of 20 psi (137,921 Pa) for 2.5 h. After filtration on celite and then evaporation of the solvent, the product is crystallized from diethyl ether. 0.6 g of a white solid is obtained. Yield 65%.

Workup

  1. filtrationAfter filtration on celite
  2. customevaporation of the solvent
  3. customthe product is crystallized from diethyl ether

Sources & evidence

ORD record
ord-3bc5e3026541499bb0bd305b8eb6e9c6
Source dataset
uspto-grants-1999_02
Patent number
US05869518

Reaction notes

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