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

HRID 11262Notes

Reaction equation

HRID 11262 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-ethoxybenizonitrile (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-508ee62d64134b1dba54107904fed0f8
Source dataset
uspto-grants-2006_08
Patent number
US07098207B2

Reaction notes

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