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2-Pyrrolidinone, 5-ethoxy-1-((4-(phenylmethoxy)phenyl)sulfonyl)- → 2-Pyrrolidinone, 5-ethoxy-1-((4-hydroxyphenyl)sulfonyl)-

HRID 1761884
Notes
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Reaction equation

HRID 1761884 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([N:18]2[CH:22]([O:23][CH2:24][CH3:25])[CH2:21][CH2:20][C:19]2=[O:26])(=[O:17])=[O:16])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([N:18]2[CH:22]([O:23][CH2:24][CH3:25])[CH2:21][CH2:20][C:19]2=[O:26])(=[O:17])=[O:16])=[CH:11][CH:10]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 30866952-Pyrrolidinone, 5-ethoxy-1-((4-(phenylmethoxy)phenyl)sulfonyl)-

Product 1

HCID 30867262-Pyrrolidinone, 5-ethoxy-1-((4-hydroxyphenyl)sulfonyl)-Yield 52.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

At 20° C., and under 1000 mbar, 6.3 g of 1-(4-benzyloxyphenylsulphonyl)-5-ethoxypyrrolidin-2-one is hydrogenated in the presence of 1.2 g of catalyst (Pd at 10%), in 150 cm3 of 96° ethanol. After filtering, concentrating the filtrate, and crystallizing the residue from 96° ethanol, 2.5 g of the expected product is obtained, m.p. 162°-163° C.

Workup

  1. custom
At 20° C.
  • filtrationAfter filtering
  • concentrationconcentrating the filtrate
  • customcrystallizing the residue from 96° ethanol
  • Sources & evidence

    ORD record
    ord-7a1a95b134e6494384c272eb6ed9b158
    Source dataset
    uspto-grants-1989_05
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04829079

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes