Methanol → 1H-Perfluorohexane
Reaction equation
CO.C(O)(C)C.[OH-].[K+].[C:9](I)([C:12]([C:15]([C:18]([C:21]([C:24]([F:27])([F:26])[F:25])([F:23])[F:22])([F:20])[F:19])([F:17])[F:16])([F:14])[F:13])([F:11])[F:10]>[Cr].[Co].O>[CH:9]([C:12]([C:15]([C:18]([C:21]([C:24]([F:25])([F:26])[F:27])([F:22])[F:23])([F:19])[F:20])([F:17])[F:16])([F:14])[F:13])([F:11])[F:10]Participants
Conditions
- Temperature
- 55 °C
Procedure
Into a 20 l Hastelloy C autoclave equipped with a stirrer, a reflux condenser, a dropping funnel and a thermometer, 7700 g of methanol, 60 g of isopropyl alcohol and 1980 g (30 mols) of 85% potassium hydroxide were charged. The reactor was heated to bring the internal temperature to 55° C. Then, 4460 g (10 mols) of C6F13I was fed thereto over a period of two hours. While maintaining the reactor at 55° C., stirring was continued for 10 hours. The conversion was more than 99.9%. Then, 3200 g of water was added to dissolve precipitated potassium iodide. The crude reaction solution was separated into two layers, and the fluorocarbon layer (lower layer) was further washed twice with 3200 g of water to obtain 2951 g of C6F13H (purity: 99.9%, 3.9 ppm of C6F13I was detected). In the reactor, no formation of tar was observed.
Workup
- temperatureThe reactor was heated
- customto 55° C
- waitwas continued for 10 hours
- dissolutionto dissolve
- customprecipitated potassium iodide
- customThe crude reaction solution
- customwas separated into two layers
- washthe fluorocarbon layer (lower layer) was further washed twice with 3200 g of water
Sources & evidence
- ORD record
- ord-8dc8e372943d42559ef0c468d3dc83f8
- Source dataset
- uspto-grants-1996_09
- Patent number
- US05557017
Reaction notes
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