Sodium Azide → HCID 12928229, compound

HRID 1703354Notes

Reaction equation

HRID 1703354 reaction equation
I[CH:2]([CH:8]([CH3:16])[C:9]([Cl:15])([F:14])[C:10]([Cl:13])([F:12])[F:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[N-:17]=[N+:18]=[N-:19].[Na+]>C(O)C>[N:17]([CH:2]([CH:8]([CH3:16])[C:9]([Cl:15])([F:14])[C:10]([Cl:13])([F:12])[F:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4])=[N+:18]=[N-:19]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 12928228HCID 12928228, compound

Product 1

HCID 12928229HCID 12928229, compoundYield 122.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Then in 350 ml of 80% ethanol, 31 g (0.0080 mol) of ethyl 2-iodo-3-methyl-4,5-dichloro-4,5,5-trifluoropentanoate and 26 g (0.040 mol) of sodium azide were refluxed at an elevated temperature for 22 hours. By treating the product by following the procedure of Example 1, there was obtained 3.03 g (0.0098 mol, yield of 12%) of ethyl 2-azido-3-methyl-4,5-dichloro-4,5,5-trifluoropentanoate having b.p. 94° C./4 mm, nD20 1.4420, νN3 2113 cm-1 and νC=O 1748 cm-1.

Workup

  1. additionBy treating the product

Sources & evidence

ORD record
ord-0ec4130e65ce4ee1b70a5a216c7230a0
Source dataset
uspto-grants-1982_09
Patent number
US04351954

Reaction notes

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