HCID 10336428, compound → Methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylate

HRID 1244549Notes

Reaction equation

HRID 1244549 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:16]=[CH:15][C:14]([O:17]CC3C=CC=CC=3)=[CH:13][CH:12]=2)[CH2:6]1)=[O:4]>O1CCCC1.[Pd]>[CH3:1][O:2][C:3]([CH:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)[CH2:6]1)=[O:4]

Participants

4

Reactant 1

HCID 10336428HCID 10336428, compound

Product 1

HCID 2883518Methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylateYield 115.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

7.26 g (22.3 mmol) (RS)-1-(4-benzyloxy-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid methyl ester is dissolved in 200 ml tetrahydrofuran. After addition of 726 mg palladium 10% on charcoal hydrogenation is performed at RT and normal pressure. After 3 hours, the catalyst is filtered off and the solvent evaporated to yield 6.04 g of crude product (used in the next step without further purification).

Workup

  1. customis performed at RT
  2. filtrationthe catalyst is filtered off
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-e976cf8821904377825ce9521d6860eb
Source dataset
uspto-grants-2006_10
Patent number
US07122562B2

Reaction notes

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