Sodium Sulfate → HCID 14533173, compound

HRID 2073424Notes

Reaction equation

HRID 2073424 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]([F:21])([F:20])[CH:9]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:10][C:11](O)=[O:12].S([O-])([O-])(=O)=O.[Na+].[Na+]>CCOCC>[F:7][C:8]([F:20])([F:21])[CH:9]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:10][CH2:11][OH:12]

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 14533170HCID 14533170, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14533173HCID 14533173, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

In a two-necked round-bottomed flask replaced with nitrogen, 67 mg of lithium aluminum hydride and dry ether were placed and cooled with ice, and a solution of 0.41 g of (+)-3-trifluoromethyl-1-nonanoic acid in 2 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 at 110° C./28 mmHg to obtain 290 mg (yield: 66%) of (+)-3-trifluoromethyl-1-nonanol. [α]D28 +1.82 (c 6.03, 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 at 110° C./28 mmHg

Sources & evidence

ORD record
ord-509a66190e25422e81443e93f742af33
Source dataset
uspto-grants-1990_04
Patent number
US04917817

Reaction notes

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