HCID 53870672, compound → HCID 23353909, compound

HRID 235201Notes

Reaction equation

HRID 235201 reaction equation
[F:1][C:2]1[CH:24]=[CH:23][C:5]([CH:6]=[CH:7][C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:12][CH:11]=2)=[O:9])=[CH:4][CH:3]=1>CO.[Pd]>[F:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][CH2:7][CH:8]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])=[CH:12][CH:11]=2)[OH:9])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 53870672HCID 53870672, compound

Product 1

HCID 23353909HCID 23353909, compoundYield 61.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2.72 g of methyl 4-[4-(4-fluorocinnamoyl)phenyl]butyrate in 28 ml of methanol, 140 mg of 5% palladium on carbon was added, and hydrogenation was carried out at an ordinary temperature and under ordinary pressure for 4 hours. The catalyst was filtered off and then the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (methylene chloride→ethyl acetate) to yield 1.69 g of colorless oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel (methylene chloride→ethyl acetate)

Sources & evidence

ORD record
ord-a0ff505361b7440caeaf2a4edb0fc039
Source dataset
uspto-grants-1997_01
Patent number
US05597848

Reaction notes

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