3-Ethoxycarbonyl-4-(1-naphthyl)-3-butenoic acid → HCID 19790805, compound

HRID 1607396Notes

Reaction equation

HRID 1607396 reaction equation
[CH2:1]([O:3][C:4]([C:6](=[CH:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1)[CH2:7][C:8]([OH:10])=[O:9])=[O:5])[CH3:2]>C(O)(=O)C.[Pd]>[CH2:1]([O:3][C:4]([CH:6]([CH2:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1)[CH2:7][C:8]([OH:10])=[O:9])=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 540390073-Ethoxycarbonyl-4-(1-naphthyl)-3-butenoic acid

Product 1

HCID 19790805HCID 19790805, compoundYield 72.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 2.0 g of 3-ethoxycarbonyl-4-(1-naphthyl)-3-butenoic acid in 100 ml of acetic acid was hydrogenated over 900 mg of a 10% palladium/charcoal under a hydrogen atmosphere at room temperature. After filtration of the catalyst, the reaction solution was concentrated under reduced pressure to obtain 1.46 g of 3-ethoxycarbonyl-4-(1-naphthyl)butyric acid as a brown oil.

Workup

  1. filtrationAfter filtration of the catalyst
  2. concentrationthe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-68a634804a444144ab0ae14dee124d88
Source dataset
uspto-grants-1989_09
Patent number
US04863904

Reaction notes

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