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

HRID 1860005Notes

Reaction equation

HRID 1860005 reaction equation
[CH2:1]([C:5]([CH3:26])([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20]OS(C)(=O)=O)=[CH:14][CH:13]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:2][CH2:3][CH3:4].[N-:27]=[N+:28]=[N-:29].[Na+]>>[N:27]([CH2:20][CH2:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([CH2:11][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])([CH3:26])[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:13][CH:14]=1)=[N+:28]=[N-:29]

Participants

3

Reactant 2

HCID 33557Sodium AzideHCID 18625741HCID 18625741, compound

Product 1

HCID 18625962Ethyl 3-[4-(2-azidoethoxy)phenyl]-2-butyl-2-methylpropionateYield 102.4%

Procedure

In a similar manner to that described in Reference example 3(h), a reaction was carried out using ethyl 2-butyl-3-[4-(2-methanesulfonyloxyethoxy)phenyl]-2-methylpropionate (3.17 g), which is the product of Reference example 10(e), and sodium azide (1.60 g) and the reaction mixture was treated to afford the desired compound (2.80 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-b964eef8ae924e0c97e62481ad0faae4
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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