5-[p-(1-Cyclooctenyl)-phenoxy]-pentanoic acid ethyl ester → 5-(p-Cyclooctyl-phenoxy)-pentanoic acid ethyl ester

HRID 597306Notes

Reaction equation

HRID 597306 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH:17]=2)=[CH:12][CH:11]=1)[CH3:2].[H][H]>[Pd].C(O)C>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:12][CH:11]=1)[CH3:2]

Participants

5

Reactant 2

HCID 543745795-[p-(1-Cyclooctenyl)-phenoxy]-pentanoic acid ethyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 543712055-(p-Cyclooctyl-phenoxy)-pentanoic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2 g of palladium on charcoal (5% strength) are added to a solution of 20 g of 5-[p-(1-cyclooctenyl)-phenoxy]-pentanoic acid ethyl ester in 100 ml of ethanol and hydrogenation is carried out at room temperature and normal pressure until one equivalent of hydrogen has been absorbed. The catalyst is then filtered off and the filtrate is evaporated to dryness in vacuo. Distillation of the evaporation residue in a high vacuum gives 5-(p-cyclooctyl-phenoxy)-pentanoic acid ethyl ester of boiling point 170° -175° C at 0.05 mm Hg.

Workup

  1. customis carried out at room temperature
  2. filtrationThe catalyst is then filtered off
  3. customthe filtrate is evaporated to dryness in vacuo
  4. distillationDistillation of the evaporation residue in a high vacuum

Sources & evidence

ORD record
ord-f98040b25c974e0393e288e063af74d1
Source dataset
uspto-grants-1977_03
Patent number
US04013708

Reaction notes

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