Water → 1,6-Hexanediol

HRID 1413354Notes

Reaction equation

HRID 1413354 reaction equation
[O-]CC.[Na+:4].O.[O:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][Na])[Na:7].O.O>C(O)C>[Na:4][Na:7].[CH2:13]([OH:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][OH:6]

Participants

6

Reactant 3

HCID 962WaterHCID 2723922Sodium ethoxide2×HCID 178526968HCID 178526968, compound

Product 2

HCID 123741,6-HexanediolHCID 141233Disodium

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The disodium salt of 1,6-hexane diol was prepared by an alkoxide exchange reaction with sodium ethoxide in the following manner. The diol was treated with two equivalents of sodium ethoxide in a 40/60 volume ratio mixture of water and ethanol. The water and ethanol were removed by heating and a quantity of benzene was added to further remove water by azeotroping. The product, NaO(CH2)6ONa.2H2O (13.1 g, 0.066 mole) had the following analysis:

Workup

  1. customThe water and ethanol were removed
  2. temperatureby heating
  3. additiona quantity of benzene was added to further remove water
  4. customby azeotroping

Sources & evidence

ORD record
ord-537531b0dafe41dfb6911d07a38bcbcf
Source dataset
uspto-grants-1981_02
Patent number
US04250105

Reaction notes

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