Sulfate Ion → HCID 14745954, compound

HRID 2073632Notes

Reaction equation

HRID 2073632 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]([F:20])([F:19])[CH:9]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:10][CH2:11][C:12](O)=[O:13].S([O-])([O-])(=O)=O>C(OCC)C>[F:7][C:8]([F:19])([F:20])[CH:9]([CH2:15][CH2:16][CH2:17][CH3:18])[CH2:10][CH2:11][CH2:12][OH:13]

Participants

5

Reactant 3

HCID 1117Sulfate IonHCID 14745953HCID 14745953, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14745954HCID 14745954, compoundYield 71.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

In a flask replaced with nitrogen, 72 mg (1.9 mmol) of lithium aluminum hydride and 2 ml of dry diethyl ether were placed and cooled with ice, and a solution of 0.4 g (1.9 mmol) 4-trifluoromethyloctanoic acid in 1 ml of dry diethyl ether was added dropwise thereto. The mixture was stirred for 4 hours on an ice bath for reaction, and a saturated sulfate aqueous solution was added thereto, followed by decantation to recover the ether layer. The ether solution was dried on sodium sulfate, followed by distilling-off of the solvent and distillation for purification to obtain 0.27 g of 4-trifluoromethyloctanol. Yield: 71%, B.P.: 80°-85° C./19 mmHg.

Workup

  1. temperaturecooled with ice
  2. customto recover the ether layer
  3. dry with materialThe ether solution was dried on sodium sulfate
  4. distillationfollowed by distilling-off of the solvent and distillation for purification

Sources & evidence

ORD record
ord-b9bbf2a7c49b4240a349631b3870312c
Source dataset
uspto-grants-1990_04
Patent number
US04918213

Reaction notes

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