ChemicalBook CAS DataBase List 4,4,5,5,5-Pentafluoro-1-pentanol

4,4,5,5,5-Pentafluoro-1-pentanol synthesis

7synthesis methods

Product Name:4,4,5,5,5-Pentafluoro-1-pentanol
CAS Number:148043-73-6
Molecular formula:C5H7F5O
Molecular Weight:178.1

Pentafluoroiodoethane could used as a starting material to synthesize 4,4,5,5,5-Pentafluoro-1-pentanol. Specific steps are as follows: under an inert gas atmosphere, iron acetylacetonate, 6,6'-dimethyl-2,2'-bipyridine, and 1,2-dichloroethane were added to the reactor, reacted at RT for 0.5 h; added allyl alcohol, cesium carbonate, pentafluoroiodoethane successively, triisopropylsilane, warmed up to 80 ℃ and reacted for 24 h. Sampling and detection confirmed that the reaction of allyl alcohol was complete, stopped the reaction, and cooled to room temperature. The excess pentafluoroiodoethane was recovered, nitrogen was introduced into the system, hydrochloric acid was added to quench the reaction, washed, separated to obtain an organic phase, distilled to remove the solvent, and rectified to obtain 4,4,5,5,5-pentafluoro Amyl alcohol. Yield: 90.4%.
4,4,5,5,5-Pentafluoro-1-pentanol

354-64-3
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148043-73-6
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Yield:148043-73-6 90.4%

Reaction Conditions:

with 6,6'-dimethyl-2,2'-bipyridine;tris(2,4-pentanedionato)iron(III);chlorotriisopropylsilane;Cs₂CO₃ in 1,2-dichloro-ethane at 80; for 24.5 h;Inert atmosphere;Reagent/catalyst;Temperature;

Steps:

1-5 Example 4

Under inert gas atmosphere, iron acetylacetonate (17.7 g, 50 mmol), 6,6'-dimethyl-2,2'-bipyridine (18.4 g, 0.10 mol) and 1,2-dichloroethane ( 500ml) was added to the 2.5L reactor, reacted at room temperature for 0.5 hour; added allyl alcohol (58.0g, 1.0mol), cesium carbonate (326g, 1.0mol), pentafluoroiodoethane (492g, 2.0mol) successively ), triisopropylsilane (316g, 2.0mol), warmed up to 80 and reacted for 24 hours. Sampling and detection confirmed that the reaction of allyl alcohol was complete, stopped the reaction, and cooled to room temperature.The excess pentafluoroiodoethane was recovered, nitrogen was introduced into the system, 1000 ml of 2M hydrochloric acid was added to quench the reaction, washed, separated to obtain an organic phase, distilled to remove the solvent, and rectified to obtain 4,4,5,5,5-pentafluoro Amyl alcohol (161 g, yield 90.4%, purity: 99.4%).

References:

CN114853568,2022,A Location in patent:Paragraph 0049-0058

757-06-2 Synthesis