ethyl (2E)-3-(1-naphthyl)propenoate → Ethyl 3-(1-naphthyl)propanoate

HRID 1072731Notes

Reaction equation

HRID 1072731 reaction equation
[C:1]1(/[CH:11]=[CH:12]/[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1>C(O)C.[C].[Pd]>[C:1]1([CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 11218397ethyl (2E)-3-(1-naphthyl)propenoate

Product 1

HCID 10966256Ethyl 3-(1-naphthyl)propanoateYield 99.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl (2E)-3-(1-naphthyl)propenoate (37.6 g, 166 mmol) in ethanol (500 ml) was added 10% palladium carbon (4 g) and the mixture was stirred under hydrogen atmosphere for 5 hours. The insoluble matter was filtered out and the filtrate was concentrated to give the object compound as an oily substance. 37.7 g (yield: 99.7%)

Workup

  1. filtrationThe insoluble matter was filtered out
  2. concentrationthe filtrate was concentrated
  3. customto give the object compound as an oily substance

Sources & evidence

ORD record
ord-baa84f75ecec4bf19d7a1fdb5b57d4b2
Source dataset
uspto-grants-2005_06
Patent number
US06911468B2

Reaction notes

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