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

HRID 1860006Notes

Reaction equation

HRID 1860006 reaction equation
[N:1]([CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([CH2:21][CH2:22][CH2:23][CH3:24])([CH3:20])[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:12]=[CH:11][C:10]([CH2:13][C:14]([CH2:21][CH2:22][CH2:23][CH3:24])([CH3:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=1

Participants

3

Reactant 1

HCID 18625962Ethyl 3-[4-(2-azidoethoxy)phenyl]-2-butyl-2-methylpropionate

Product 1

HCID 18625809Ethyl 3-[4-(2-aminoethoxy)phenyl]-2-butyl-2-methylpropionateYield 96.1%

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-butyl-2-methylpropionate (2.73 g), which is the product of Reference example 10(f), and palladium on carbon (5%, 270 mg) and the reaction mixture was treated to afford the title compound (2.42 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-e9a9009166a24c7fbf2181f16b036ea2
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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