4-Chloro-4'-methoxybutyrophenone → 1-(4-Chlorobutyl)-4-methoxybenzene

HRID 352048Notes

Reaction equation

HRID 352048 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=O>O1CCCC1.[C].[Pd]>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH3:14])=[CH:11][CH:12]=1

Participants

4

Reactant 1

HCID 964144-Chloro-4'-methoxybutyrophenone

Product 1

HCID 2848821-(4-Chlorobutyl)-4-methoxybenzeneYield 99%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

4-Chloro-1-(4-methoxyphenyl)-1-butanone (5 g, 23.5 mmol) was dissolved in tetrahydrofuran (50 ml). 10% Palladium carbon (water-containing product, 500 mg) was added and the mixture was subjected to catalytic reduction under hydrogen pressure (0.8 MPa, 50° C. for 3 h). The catalyst was filtered off and the filtrate was concentrated under reduced pressure to give 1-(4-chlorobutyl)-4-methoxybenzene (4.6 g, yield 99%).

Workup

  1. custompressure (0.8 MPa, 50° C. for 3 h)
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bfbf4bd4080e4353bc14f4f4f96fed1c
Source dataset
uspto-grants-2004_06
Patent number
US06743924B2

Reaction notes

Loading…