Hydrochloric Acid → 4,5,5,5-Tetrafluoro-4-(trifluoromethyl)-1-pentene
Reaction equation
[F:1][C:2]([C:12]([F:15])([F:14])[F:13])([C:8]([F:11])([F:10])[F:9])[CH2:3][CH:4](I)[CH2:5]O.Cl>[Zn].C(O)(=O)C>[F:1][C:2]([C:12]([F:13])([F:14])[F:15])([C:8]([F:9])([F:10])[F:11])[CH2:3][CH:4]=[CH2:5]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 80 °C
Procedure
About 11 g of the RF-intermediate 4,5,5,5-tetra fluoro-4-(trifluoromethyl)-2-iodopentan-1-ol can be added to a glass pressure tube and about 13 grams of 30% (wt/wt) aqueous acetic acid can be added to the other tube to form a mixture. The mixture can be heated to about 80° C., and 4 grams of powdered zinc can be added slowly through a solid addition system. The mixture can be allowed to stir for an additional 2 hours before being cooled and adding 2 mL of 1.5 N HCl to phase separate the mixture. The organic layer can be decanted to give 3 grains of the RF-intermediate 4,5,5,5-tetrafluoro-4-(trifluoromethyl)pentan-1-ene which can be 75.14% (area percent by gas chromatography).
Workup
- temperaturebefore being cooled
- customseparate the mixture
- customThe organic layer can be decanted
Sources & evidence
- ORD record
- ord-c23a72de4c2c49789f490521db1f9ab2
- Source dataset
- uspto-grants-2012_11
- Patent number
- US08318656B2
Reaction notes
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