HCID 20386048, compound → HCID 20386044, compound

HRID 46972Notes

Reaction equation

HRID 46972 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9]#[C:10][CH:11]([O:17][C:18](=[O:20])[CH3:19])[CH2:12][O:13][CH2:14][CH2:15][CH3:16].[H][H]>C(OCC)(=O)C.[Pd]>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH2:9][CH2:10][CH:11]([O:17][C:18](=[O:20])[CH3:19])[CH2:12][O:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 2

HCID 20386048HCID 20386048, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20386044HCID 20386044, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1-(2-Tetrahydropyranyloxy)-4-acetoxy-5-propoxy-2-pentyne (10.8 g., 0.04 mole) is dissolved in ethyl acetate (100 ml.). 5% Palladium on carbon is added and the mixture is hydrogenated on the Parr apparatus at an initial pressure of 41 lbs./in2 and 25° C. When 0.08 mole of hydrogen is absorbed, the catalyst is removed by filtration and the solvent is evaporated under vacuum to give the title compound as a light orange residual oil.

Workup

  1. custom/in2 and 25° C
  2. customthe catalyst is removed by filtration
  3. customthe solvent is evaporated under vacuum

Sources & evidence

ORD record
ord-d83bb453aaa44b2cb4964bca2e51c0d9
Source dataset
uspto-grants-1979_11
Patent number
US04175203

Reaction notes

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