HCID 54040399, compound → 19967-22-7

HRID 1029448Notes

Reaction equation

HRID 1029448 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][CH2:10][CH2:11][OH:12])=[CH:4][CH:3]=1.[H][H]>CN(C=O)C.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][OH:12])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 54040399HCID 54040399, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 1426624419967-22-7

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

To the alcohol (3 g) (Step I) in DMF (50 mL) was added 10% Pd/C (300 mg). Hydrogen was added (balloon) and the mixture was vigorously stirred for 4 hours. The reaction mixture was filtered, H2O was added, the mixture was extracted with ethyl acetate and the organic extracts dried and evaporated. Flash chromatography of the residue using 40% ethyl acetate/hexane afforded the title compound.

Workup

  1. filtrationThe reaction mixture was filtered
  2. additionH2O was added
  3. extractionthe mixture was extracted with ethyl acetate
  4. customthe organic extracts dried
  5. customevaporated

Sources & evidence

ORD record
ord-6d4d863e0619491e80df8dd33eaf6b75
Source dataset
uspto-grants-1992_04
Patent number
US05102881

Reaction notes

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