Ethylene Glycol → Dodecan-2-ol

HRID 850271Notes

Reaction equation

HRID 850271 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(O)C[OH:15]>>[CH:2]([OH:15])([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH3:1]

Participants

3

Procedure

A reaction vessel of glass, 3000 ml in inner volume, provided with stirring vanes and a reflux condenser was charged with 810 g (4.82 mols) of 1-dodecene, 900 g (14.52 mols) of monoethylene glycol, and 100 g of the BEA type zeolite (produced by PQ Corp. and marketed under trademark designation of "VALFOR CP 811 BL-25"). The vapor-phase part of the reaction vessel was displaced with nitrogen and then retained in the atmosphere of nitrogen at normal pressure. The reaction mixture was heated to and kept at 150° C. for three hours and meanwhile kept stirred at 600 rpm to induce reaction. The reaction solution was cooled to room temperature. The dodecene phase in the upper layer was separated and distilled to expel the unaltered dodecene. The residue of the distillation was treated under a reduced pressure of 2 mmHg in a boiling point range of 129° to 131° C. to obtain 255 g of a secondary dodecanol ethoxylate composition.

Workup

  1. customA reaction vessel of glass, 3000 ml in inner volume, provided with stirring vanes and a reflux condenser
  2. temperatureThe reaction mixture was heated to and
  3. customreaction
  4. customThe dodecene phase in the upper layer was separated
  5. distillationdistilled
  6. distillationThe residue of the distillation
  7. additionwas treated under a reduced pressure of 2 mmHg in a boiling point range of 129° to 131° C.

Sources & evidence

ORD record
ord-3f6bbc28e2964097b26e3e24f3245c1f
Source dataset
uspto-grants-2000_01
Patent number
US06017875

Reaction notes

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