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

HRID 1859975Notes

Reaction equation

HRID 1859975 reaction equation
[CH2:1]([CH:5]([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-:26]=[N+:27]=[N-:28].[Na+]>>[N:26]([CH2:20][CH2:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([CH2:11][CH:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:13][CH:14]=1)=[N+:27]=[N-:28]

Participants

3

Reactant 2

HCID 33557Sodium AzideHCID 18625769Ethyl 2-butyl-3-[4-(2-methanesulfonyloxyethoxy)phenyl]propionate

Product 1

HCID 18625797Ethyl 3-[4-(2-azidoethoxy)phenyl]-2-butylpropionateYield 114.5%

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]propionate (1.65 g), which is the product of Reference example 6(f), and sodium azide (0.95 g) and the reaction mixture was treated to afford the desired compound (1.62 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-4a235c9f9ce14c91a9b8bb5369b909ad
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

Loading…