Sodium Sulfate → HCID 14533169, compound

HRID 893536Notes

Reaction equation

HRID 893536 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]([F:19])([F:18])[CH:9]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:10][C:11](O)=[O:12].S([O-])([O-])(=O)=O.[Na+].[Na+]>CCOCC>[F:7][C:8]([F:18])([F:19])[CH:9]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:10][CH2:11][OH:12]

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 144070633-(Trifluoromethyl)heptanoic acidHCID 21226445Aluminium lithium hydride

Product 1

HCID 14533169HCID 14533169, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

In a two-necked round-bottomed flask replaced with nitrogen, 0.09 g of lithium aluminum hydride and dry ether were placed and cooled with ice, and a solution of 0.5 g of (+)-3-trifluoromethyl-1-heptanoic acid in 3 ml of dry ether was added dropwise thereto. The mixture was stirred for 4 hours on an ice bath for reaction, and a saturated sodium 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 by means of a Kugelrohr distiller in the range of 96° C./33 mmHg-104° C./34 mmHg to obtain 290 mg (yield: 66%) of (-)-3-trifluoromethyl-1-heptanol. [α]D21 -2.3 (c 1, CHCl3)

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 by means of a Kugelrohr distiller in the range of 96° C./33 mmHg-104° C./34 mmHg

Sources & evidence

ORD record
ord-24d0360addc543dc8909dfa71d1063d4
Source dataset
uspto-grants-1992_06
Patent number
US05126071

Reaction notes

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