Acetic Acid → 5-(3,5-Dimethoxy-5-chlorophenyl)pentanoic acid

HRID 1088856Notes

Reaction equation

HRID 1088856 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:12]=[CH:13][CH:14]=[CH:15][C:16]([OH:18])=[O:17])[CH:6]=[C:7]([Cl:11])[C:8]=1OC.[C:19](O)(=[O:21])C>Cl.[Pd]>[CH3:1][O:2][C:3]1[CH2:8][C:7]([O:21][CH3:19])([Cl:11])[CH:6]=[C:5]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])[CH:4]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 542197795-(3,4-Dimethoxy-5-chlorophenyl)-2,4-pentadienoic acid

Product 1

HCID 703609125-(3,5-Dimethoxy-5-chlorophenyl)pentanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolvent

Procedure

A solution containing 6.2 g of the above product obtained in Example 32 was dissolved in a mixture of 30 ml of acetic acid and 3 ml of conc. hydrochloric acid. Palladium on charcoal catalyst (10% Pd) was added and the mixture was hydrogenated at normal pressure and room temperature. After filteration the solvents were evaporated in vacuo. Yield 3.2 g (55%), a viscous oil.

Workup

  1. customwas hydrogenated at normal pressure and room temperature
  2. customAfter filteration the solvents were evaporated in vacuo

Sources & evidence

ORD record
ord-9a3606df6c4e4bcca40f9f618c360491
Source dataset
uspto-grants-1990_10
Patent number
US04963590

Reaction notes

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