2-Chloroethanol → 1-chloro-3-(2-chloroethoxy)propan-2-ol

HRID 1077669Notes

Reaction equation

HRID 1077669 reaction equation
[Cl:1][CH2:2][CH2:3][OH:4].[CH2:5]([CH:7]1[O:9][CH2:8]1)[Cl:6]>>[Cl:1][CH2:2][CH:3]([OH:4])[CH2:8][O:9][CH2:7][CH2:5][Cl:6]

Participants

3

Procedure

A mixture consisting of 100 g 2-chloroethanol (12.4 mol), 573 g epichlorohydrin (6.2 mol) and 20 g of an acidic ion exchange resin were refluxed for 24 hours. The mixture was then filtered to remove the ion exchange resin and the excess alcohol and unreacted epichlorohydrin were removed by distillation. The residue was distilled under vacuum and the product 1-chloro-3-(2-chloroethoxy)-2-propanol (804 g, 75% yield) distilled between 89 and 91° C. at 0.05 mm Hg.

Workup

  1. temperaturewere refluxed for 24 hours
  2. filtrationThe mixture was then filtered
  3. customto remove the ion exchange resin
  4. customthe excess alcohol and unreacted epichlorohydrin were removed by distillation
  5. distillationThe residue was distilled under vacuum

Sources & evidence

ORD record
ord-8862b544b6bb4253b3e3c319ebe97360
Source dataset
uspto-grants-1996_08
Patent number
US05543567

Reaction notes

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