HCID 10002846, compound → HCID 10382682, compound

HRID 1885626Notes

Reaction equation

HRID 1885626 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:19][CH:18]([CH2:20][O:21][C:22]3[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=3)[CH2:17][C:16]2=[O:32])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(Cl)(Cl)Cl.CO.[C].[Pd]>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:19][CH:18]([CH2:20][O:21][C:22]3[CH:23]=[CH:24][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:30][CH:31]=3)[CH2:17][C:16]2=[O:32])=[CH:11][CH:10]=1

Participants

5

Reactant 1

HCID 10002846HCID 10002846, compound

Product 1

HCID 10382682HCID 10382682, compoundYield 94.8%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

Methyl 4-[1-(4-benzyloxyphenyl)-2-pyrrolidon-4-yl]methoxybenzoate (2.00 g) is dissolved in a mixed solvent of chloroform (50 ml) and methanol (20 ml), and thereto is added 10% palladium-carbon (0.2 g). The mixture is stirred at room temperature at atmospheric pressure under hydrogen atmosphere for 22 hours. The catalyst is removed by filtration and the filtrate is concentrated under reduced pressure. The residue is crystallized from 50% aqueous methanol (about 20 ml) to give the desired product (1.50 g), m.p. 141°-144° C.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe residue is crystallized from 50% aqueous methanol (about 20 ml)

Sources & evidence

ORD record
ord-a370e8cc89e5488ab99009bc419b4ce3
Source dataset
uspto-grants-1992_09
Patent number
US05145865

Reaction notes

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