2-Ethylhexanol → 1-Butoxy-3-[(2-ethylhexyl)oxy]propan-2-ol

HRID 1388184Notes

Reaction equation

HRID 1388184 reaction equation
[CH2:1]([CH:3]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:4][OH:5])[CH3:2].[CH2:10]([O:14][CH2:15][CH:16]1[O:18][CH2:17]1)[CH2:11][CH2:12][CH3:13].Cl(O)(=O)(=O)=O>CCOCC>[CH2:10]([O:14][CH2:15][CH:16]([OH:18])[CH2:17][O:5][CH2:4][CH:3]([CH2:1][CH3:2])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 77202-EthylhexanolHCID 17049Butyl glycidyl etherHCID 24247Perchloric Acid

Product 1

HCID 204719241-Butoxy-3-[(2-ethylhexyl)oxy]propan-2-ol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
100 °C

Procedure

260 g (2 mol) of 2-ethylhexanol and 130 g (1 mol) of 1-butoxy-2,3-epoxypropane were stirred together and 0.25 ml of 70% aqueous perchloric acid was added thereto. The mixture was heated for 4 h at 100° C. and then cooled. Next, 1 l of ether was added. The mixture was rinsed twice with water and dried over potassium carbonate. After filtration and concentration by evaporation the crude product was fractionated under reduced pressure. The excess 2-ethylhexanol was removed. Yield: 151 g of oil-former 10 (58.2%) boiling at 146° C./12 mm Hg.

Workup

  1. temperaturecooled
  2. washThe mixture was rinsed twice with water
  3. dry with materialdried over potassium carbonate
  4. filtrationAfter filtration and concentration
  5. customby evaporation the crude product
  6. customThe excess 2-ethylhexanol was removed

Sources & evidence

ORD record
ord-9af92a134bf14ac296a1e8e3fa1e4bab
Source dataset
uspto-grants-1984_02
Patent number
US04430422

Reaction notes

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