HCID 53731836, compound → HCID 20386046, compound

HRID 26615Notes

Reaction equation

HRID 26615 reaction equation
[C:1]([CH:4]([CH2:17][CH2:18][CH2:19][CH:20]([OH:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:5][CH:6]=[CH:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([OH:13])=[O:12])(=[O:3])[CH3:2].[H][H]>C(O)C.[Pd]>[C:1]([CH:4]([CH2:17][CH2:18][CH2:19][CH:20]([OH:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:5][CH2:6][CH2:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([OH:13])=[O:12])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 53731836HCID 53731836, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20386046HCID 20386046, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-(4-Acetyl-8-hydroxy-1-tridecenyl)benzoic acid (7.2 g., 0.02 mole) in ethanol (75 ml.) is hydrogenated over 1.5 g. of a 5% Pd on charcoal catalyst at 1 atmosphere pressure and room temperature. When the theoretical amount (0.02 mole) of hydrogen has been absorbed, the catalyst is filtered off, the solvent evaporated, and the residue chromatographed on silica gel with 4% methanol in chloroform as the eluant. The title compound is obtained as a colorless, viscous oil.

Workup

  1. customat 1 atmosphere pressure and room temperature
  2. filtrationthe catalyst is filtered off
  3. customthe solvent evaporated
  4. customthe residue chromatographed on silica gel with 4% methanol in chloroform as the eluant

Sources & evidence

ORD record
ord-7390acc7beed4068b8c37d311d2fe85e
Source dataset
uspto-grants-1979_04
Patent number
US04150235

Reaction notes

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