HCID 16050020, compound → HCID 22321866, compound

HRID 496636Notes

Reaction equation

HRID 496636 reaction equation
[C:1]1([C:7]#[C:8][C:9]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][C:10]=2[C:11]([O:13][CH3:14])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].C(OCC)(=O)C>[CH2:8]([C:9]1[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 16050020HCID 16050020, compound

Product 1

HCID 22321866HCID 22321866, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of compound 76(9.4 g), 10% Pd/C (0.94 g) and ethyl acetate (1 L) was stirred under an hydrogen atmosphere at 1 bar pressure for 16 hours. The mixture was filtered through a pad of Celite and the filtrate evaporated under reduced pressure to give methyl 2-phenethyl-5-aminobenzoate (compound 77) as an oil(8.5 g).

Workup

  1. filtrationThe mixture was filtered through a pad of Celite
  2. customthe filtrate evaporated under reduced pressure

Sources & evidence

ORD record
ord-2d71ca21420e4e71977d71de4e161499
Source dataset
uspto-grants-2005_09
Patent number
US06946468B1

Reaction notes

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