Ethyl 3-[4-(2-azidoethoxy)phenyl]-2-phenoxypropionate → Ethyl 3-[4-(2-aminoethoxy)phenyl]-2-phenoxypropionate

HRID 1859961Notes

Reaction equation

HRID 1859961 reaction equation
[N:1]([CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=1)=[N+]=[N-]>[Pd]>[NH2:1][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH:14]([O:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:11][CH:12]=1

Participants

3

Reactant 1

HCID 18625815Ethyl 3-[4-(2-azidoethoxy)phenyl]-2-phenoxypropionate

Product 1

HCID 18625723Ethyl 3-[4-(2-aminoethoxy)phenyl]-2-phenoxypropionateYield 98.4%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a similar manner to that described in Reference example 1(d), a reaction was carried out using ethyl 3-[4-(2-azidoethoxy)phenyl]-2-phenoxypropionate (3.40 g), which is the product of Reference example 4(g), and palladium on carbon (5%, 350 mg) and the reaction mixture was treated to afford the title compound (3.10 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-918532d32706402385d56e004266c503
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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