HCID 14820055, compound → HCID 14820120, compound

HRID 2372276Notes

Reaction equation

HRID 2372276 reaction equation
[C:1]([C:4]1[C:16]([OH:17])=[CH:15][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[N:14])=[C:6]([CH2:18][CH3:19])[CH:5]=1)(=[O:3])[CH3:2]>[Pd].C(O)(=O)C>[NH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][O:8][C:7]1[C:6]([CH2:18][CH3:19])=[CH:5][C:4]([C:1](=[O:3])[CH3:2])=[C:16]([OH:17])[CH:15]=1

Participants

4

Reactant 1

HCID 14820055HCID 14820055, compound

Product 1

HCID 14820120HCID 14820120, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 2.0 g of 5-(4-acetyl-2-ethyl-5-hydroxyphenoxy)pentanenitrile, 50 ml of acetic acid, and 2.0 g of 10% palladium on carbon were subjected to hydrogenation for approximately 2 hours. The mixture was then filtered and concentrated in vacuo. The residue was triturated with diethyl ether to provide 2 g of the desired title product, m.p. =75°-76° C. NMR.

Workup

  1. filtrationThe mixture was then filtered
  2. concentrationconcentrated in vacuo
  3. customThe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-65bc346001c04202951a2bde90e666d1
Source dataset
uspto-grants-1992_03
Patent number
US05098613

Reaction notes

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