HCID 54192454, compound → HCID 20298527, compound

HRID 1389145Notes

Reaction equation

HRID 1389145 reaction equation
[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[CH:5]=[C:4]([C:14]([CH3:21])=[CH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:3]=1.[H][H]>C(OCC)(=O)C.[Pd]>[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[CH:5]=[C:4]([CH:14]([CH3:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:3]=1

Participants

5

Reactant 2

HCID 54192454HCID 54192454, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20298527HCID 20298527, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Ethyl 3-(4-fluoro-6-methoxy-2-naphthyl)-but-2-enoate (12 g) was dissolved in ethyl acetate (100 ml) and 5% palladium on charcoal (1.5 g) was added. The mixture was shaken under a hydrogen atmosphere until uptake of hydrogen ceased (ca. 1 hour). The catalyst was removed by filtration through a celite bed and the solvent was removed under reduced pressure to give ethyl 3-(4-fluoro-6-methoxy-2-naphthyl)-butanoate as an oil (11.9 g., 98%).

Workup

  1. custom(ca. 1 hour)
  2. customThe catalyst was removed by filtration through a celite bed
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-3fe02ad88de94c6faa408f89a50092d1
Source dataset
uspto-grants-1981_01
Patent number
US04243682

Reaction notes

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