1-Hexanol → 132338-82-0

HRID 1492353Notes

Reaction equation

HRID 1492353 reaction equation
[OH-].[Na+].[CH2:3]([C@H:5]1[O:7][CH2:6]1)Cl.[CH2:8]([OH:14])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH2:8]([O:14][CH2:3][C@H:5]1[O:7][CH2:6]1)[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

6

Reactant 3

HCID 81031-HexanolHCID 14798Sodium HydroxideHCID 149428(+)-Epichlorohydrin

Product 1

HCID 15619896132338-82-0

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 962WaterSolvent

Procedure

To a mixture of 50% sodium hydroxide (40 g), (S)-epichlorohydrin (24 g) and tetrabutyl ammonium hydrogen sulfate (400 mg) is added dropwise n-hexanol (6 ml) while cooling at 20°-25° C. After stirring the reaction mixture at the same temperature for additional 3 hours, water is added to the mixture and the product is extracted with ether. The extract is purified by distillation under reduced pressure to give (S)-n-hexylglycidyl ether (3.35 g).

Workup

  1. temperaturewhile cooling at 20°-25° C
  2. extractionthe product is extracted with ether
  3. distillationThe extract is purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-a4964ada1f3745678e78950a5a9f45ab
Source dataset
uspto-grants-1994_12
Patent number
US05374373

Reaction notes

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