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

HRID 1859960Notes

Reaction equation

HRID 1859960 reaction equation
CS(O[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)(=O)=O.[N-:29]=[N+:30]=[N-:31].[Na+]>>[N:29]([CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)=[N+:30]=[N-:31]

Participants

3

Reactant 2

HCID 33557Sodium AzideHCID 18625787Ethyl 3-[4-(2-methanesulfonyloxyethoxy)phenyl]-2-phenoxypropionate

Product 1

HCID 18625815Ethyl 3-[4-(2-azidoethoxy)phenyl]-2-phenoxypropionateYield 97.7%

Procedure

In a similar manner to that described in Reference example 3(h), a reaction was carried out using ethyl 3-[4-(2-methanesulfonyloxyethoxy)phenyl]-2-phenoxypropionate (4.00 g), which is the product of Reference example 4(f), and sodium azide (1.93 g) and the reaction mixture was treated to afford the desired compound (3.40 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-69081c1f36784d998ec099b29e5055d7
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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