HCID 19782206, compound → HCID 19782188, compound

HRID 1612971Notes

Reaction equation

HRID 1612971 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[C:13]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])=O.[H][H]>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:13][CH2:15][CH2:16][C:17]([OH:19])=[O:18]

Participants

5

Reactant 2

HCID 19782206HCID 19782206, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19782188HCID 19782188, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

42 g (0.15 mol) of 3-(1-methoxy-2-naphthoyl)propionic acid [cf. W. I. Awad, F. G. Badder, A. E. Marei, J. Chem. Soc. 1954, p. 4538] are hydrogenated for 6 h at 60° C. and 30 bar of hydrogen in 800 ml of ethanol in the presence of 12 g of palladium/animal carbon (10% strength) as a catalyst. The catalyst is filtered off, the solution is evaporated and the residue is flash chromatographed on silica gel using methylene chloride/methanol 10:1 as the eluent.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe solution is evaporated
  3. customchromatographed on silica gel

Sources & evidence

ORD record
ord-4ee7618e54284b519a3459e4b774ee77
Source dataset
uspto-grants-1993_03
Patent number
US05191092

Reaction notes

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