Ethylene Glycol → Cetyl Alcohol

HRID 330527Notes

Reaction equation

HRID 330527 reaction equation
[CH2:1]([OH:4])[CH2:2]O.[C:5]1([CH3:15])[CH:10]=[CH:9][C:8](S(O)(=O)=O)=[CH:7][CH:6]=1>C1C=CC=CC=1>[CH3:15][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:5][CH2:15][CH2:2][CH2:1][OH:4]

Participants

4

Reactant 2

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acid

Product 1

HCID 2682Cetyl Alcohol

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The synthesis of starting materials (1)-(3) is known in the art. To prepare the next intermediate, (4), 9 g (44 mmol) of (3), 20 ml of ethylene glycol, 100 ml of benzene and 3 mg of p-toluene sulfonic acid were refluxed overnight with a Dean-Stark. After evaporation of the solvent and separation on a silica gel column, 9.2 g of the cetal (4) were obtained.

Workup

  1. customThe synthesis of starting materials (1)-(3)
  2. temperaturewere refluxed overnight with a Dean-Stark
  3. customAfter evaporation of the solvent and separation on a silica gel column

Sources & evidence

ORD record
ord-bb9a9d703b2a4a908747989ece85a5cb
Source dataset
uspto-grants-1990_01
Patent number
US04897412

Reaction notes

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