5-Benzyloxy-2-ethoxybenzonitrile → 2-Ethoxy-5-hydroxybenzonitrile

HRID 1814826Notes

Reaction equation

HRID 1814826 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:17][CH2:18][CH3:19])=[C:13]([CH:16]=1)[C:14]#[N:15])C1C=CC=CC=1>CO.[Pd]>[CH2:18]([O:17][C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[CH:16][C:13]=1[C:14]#[N:15])[CH3:19]

Participants

4

Reactant 1

HCID 219731695-Benzyloxy-2-ethoxybenzonitrile

Product 1

HCID 219731772-Ethoxy-5-hydroxybenzonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

40.02 g of 5-benzyloxy-2-ethoxybenzonitrile (158 mmol) (example 32A) and 5% Pd/C (4.0 g) are initially charged in 1 l of methanol. The mixture is then hydrogenated under an atmosphere of hydrogen (1 atm) for about 4 h. The mixture is filtered through kieselguhr and evaporated and the crystalline residue is dried under reduced pressure.

Workup

  1. filtrationThe mixture is filtered through kieselguhr
  2. customevaporated
  3. customthe crystalline residue is dried under reduced pressure

Sources & evidence

ORD record
ord-9fb0b2482bc2416c95f7ad4b8a4d785b
Source dataset
uspto-grants-2005_04
Patent number
US06878708B2

Reaction notes

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