Sodium Azide → 4-Azido-1,1,1-trifluoro-2-butanol
Reaction equation
[F:1][C:2]([F:9])([F:8])[CH:3]([OH:7])[CH2:4][CH2:5]I.[N-:10]=[N+:11]=[N-:12].[Na+]>CS(C)=O.O>[N:10]([CH2:5][CH2:4][CH:3]([OH:7])[C:2]([F:9])([F:8])[F:1])=[N+:11]=[N-:12]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 50 °C
Procedure
A solution of 1,1,1-trifluoro-4-iodo-2-butanol (0.604 g, 2.38 mmol) in DMSO (4 mL) was treated with sodium azide (0.178 g, 2.74 mmol) at ambient temperature, followed by heating at 50° C. for 21 h. The mixture was diluted with cold water and extracted with ethyl acetate. The combined organic extracts were washed (brine), dried, and evaporated to give the product as a pale yellow oil (0.372 g, 92%).
Workup
- extractionextracted with ethyl acetate
- washThe combined organic extracts were washed (brine)
- customdried
- customevaporated
Sources & evidence
- ORD record
- ord-071923e1e5ba49978e3e7b0c84f5c292
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07119109B2
Reaction notes
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