HCID 54386609, compound → HCID 11849916, compound

HRID 1940606Notes

Reaction equation

HRID 1940606 reaction equation
[C:1]([CH:3]=[CH:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])#[N:2]>CO.[Pd]>[C:1]([CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])#[N:2]

Participants

4

Reactant 1

HCID 54386609HCID 54386609, compound

Product 1

HCID 11849916HCID 11849916, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of ethyl 3-(2-cyanovinyl)benzoate (800 mg, 4.0 mmol) in methanol (30 ml) was added cautiously 10% palladium/C and the mixture was stirred at 3 atm. for 10 hours under a hydrogen atmosphere. After the mixture was filtered to remove a solid, the filtrate was evaporated to yield ethyl 3-(2-cyanoethyl)benzoate (682 mg, 84%) as a colorless oil.

Workup

  1. filtrationAfter the mixture was filtered
  2. customto remove a solid
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-ae84efcd68014e0d9975aab8eec10991
Source dataset
uspto-grants-1997_12
Patent number
US05700819

Reaction notes

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