HCID 21870536, compound → HCID 21869300, compound

HRID 857599Notes

Reaction equation

HRID 857599 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:19]#[C:20][CH3:21])[CH:15]=3)[CH:10]=2)[CH:5]=[CH:6][C:7]=1[F:8].[H][H]>C(OCC)(=O)C.[C].[Pd]>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH2:19][CH2:20][CH3:21])[CH:15]=3)[CH:10]=2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 2

HCID 21870536HCID 21870536, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21869300HCID 21869300, compoundYield 95.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

7.4 g of 2-(3,4-difluorophenyl)-6-(1-propynyl)naphthalene was dissolved in 80 ml of ethyl acetate. To the solution was then added 1.5 g of 5% palladium carbon. Hydrogen was then introduced into the reaction mixture at ordinary temperature and pressure. The reaction mixture was then stirred for 6 hours. The catalyst was then removed by filtration. The solvent was then distilled off to obtain 7.2 g of 2-(3,4-difluorophenyl)-6-propylnaphthalene. The product was then recrystallized from methanol to obtain 4.2 g of a purified product. (Cr 62.5 I)

Workup

  1. customThe catalyst was then removed by filtration
  2. distillationThe solvent was then distilled off

Sources & evidence

ORD record
ord-b22cf30c517a493889430386d7c6d732
Source dataset
uspto-grants-2006_12
Patent number
US07145047B2

Reaction notes

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