HCID 54040399, compound → 4-(4-Chlorophenyl)butan-1-ol
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]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
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
- filtrationThe reaction mixture was filtered
- additionH2O was added
- extractionthe mixture was extracted with ethyl acetate
- customthe organic extracts dried
- customevaporated
Sources & evidence
- ORD record
- ord-fed664b811994178b5c3e6003a2f9741
- Source dataset
- uspto-grants-1993_08
- Patent number
- US05232916
Reaction notes
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