HCID 15332557, compound → HCID 15332558, compound

HRID 1441000Notes

Reaction equation

HRID 1441000 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]#[C:10][CH2:11][CH2:12][OH:13].[H][H]>C(O)C.[Pt]=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][CH2:11][CH2:12][OH:13]

Participants

5

Reactant 2

HCID 15332557HCID 15332557, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15332558HCID 15332558, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A mixture of 12.0 g (0.0558 mole) of 4-(2,4-dichlorophenyl)-3-butyn-1-ol and 0.4 g of platinum oxide in 280 mL of ethanol was placed in a Parr hydrogenator. Hydrogen gas was introduced into the reactor until there was no further uptake. Upon completion of the reaction, the reaction mixture was filtered to remove the platinum oxide catalyst, and then the solvent was evaporated under reduced pressure, leaving 4-(2,4-dichlorophenyl)-1-butanol as the residue. The NMR spectrum was consistent with proposed structure.

Workup

  1. customUpon completion of the reaction
  2. filtrationthe reaction mixture was filtered
  3. customto remove the platinum oxide catalyst
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-7f15ee406e6a4cdaafee6ae5a7de3cd5
Source dataset
uspto-grants-1996_03
Patent number
US05502054

Reaction notes

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