4-(4-Chlorophenyl)but-2-yn-1-ol → HCID 13660260, compound

HRID 464029Notes

Reaction equation

HRID 464029 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[C:10][CH2:11][OH:12])=[CH:4][CH:3]=1.[H][H]>CC(C)=O.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8]/[CH:9]=[CH:10]\[CH2:11][OH:12])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 136602584-(4-Chlorophenyl)but-2-yn-1-olHCID 178418361HCID 178418361, compound

Product 1

HCID 13660260HCID 13660260, compound

Reagents, catalysts & solvents 2

HCID 131709914Lindlars catalystCatalystHCID 180AcetoneSolvent

Procedure

Dissolve 10 g (0.055 mole) of 4-(4-chlorophenyl)but-2-yn-1-ol in 100 ml of acetone. Add 0.6 g of Lindlar's catalyst. Stir the mixture under 1 atmosphere of hydrogen at room temperature. Follow the progress of the reaction by NMR. At the completion of the reaction, filter to remove the catalyst and evaporate to yield the title compound.

Workup

  1. customthe progress of the reaction by NMR
  2. customAt the completion of the reaction
  3. filtrationfilter
  4. customto remove the catalyst
  5. customevaporate

Sources & evidence

ORD record
ord-e9db3053a42a47aca4797f058a311f27
Source dataset
uspto-grants-1985_10
Patent number
US04545995

Reaction notes

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