Hydrochloric Acid → HCID 53799528, compound
Reaction equation
[F:1][C@:2]([C:14]([F:17])([F:16])[F:15])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:3](Cl)=[O:4].[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>CCOCC>[F:1][C@:2]([C:14]([F:15])([F:16])[F:17])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH2:3][OH:4]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
In 10 ml of anhydrous ether was dissolved 1.4 g (5.1 mmol) of (S)-(+)-2-fluoro-2-(trifluoromethyl)decanoyl chloride, and then 0.14 g (3.5 mmol) of lithium aluminum hydride was portion-wise added to the above-obtained solution while the solution was being cooled with ice. The resulting mixture was stirred for 3 hours. Thereafter, 1N hydrochloric acid was portionwise added to the resulting reaction mixture while the mixture was being cooled with ice, and then a reaction product was extracted with ether. The resulting ether layer was dried with magnesium sulfate, the solvent was removed under reduced pressure, and then the residual product was distilled. Thus, there was obtained 0.69 g of (R)-(-)-2-fluoro-2-(trifluoromethyl)-1-decanol having the physical properties as mentioned hereinbefore, in a yield of 56%.
Workup
- additionadded to the above-obtained solution while the solution
- temperaturewas being cooled with ice
- temperaturewas being cooled with ice
- extractiona reaction product was extracted with ether
- dry with materialThe resulting ether layer was dried with magnesium sulfate
- customthe solvent was removed under reduced pressure
- distillationthe residual product was distilled
Sources & evidence
- ORD record
- ord-628cd07eba4b4ab38868800b655653e3
- Source dataset
- uspto-grants-1992_06
- Patent number
- US05126482
Reaction notes
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