Ethylene Glycol → 2-(1,3-Dioxolan-2-yl)phenol

HRID 1580722Notes

Reaction equation

HRID 1580722 reaction equation
[CH:1](=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH2:10](O)[CH2:11][OH:12].P(=O)(O)(O)O>[Cl-].[Zn+2].[Cl-].C1C=CC=CC=1>[O:9]1[CH2:10][CH2:11][O:12][CH:1]1[C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[OH:4]

Participants

6

Reactant 3

HCID 174Ethylene GlycolHCID 1004Phosphoric AcidHCID 6998Salicylaldehyde

Product 1

HCID 2711182-(1,3-Dioxolan-2-yl)phenol

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 241BenzeneSolvent

Procedure

A mixture of 244 parts of salicylaldehyde, 125 parts of ethyleneglycol, 1 part of zinc chloride, 1 part by volume of concentrated phosphoric acid and 500 parts by volume of benzene was boiled in a circulating distillation apparatus until water was no longer being eliminated. The solution of the product was filtered and evaporated. The residue was distilled under a high vacuum. The product boiled at 88° to 91°C under 0.04 mm Hg pressure and melted at 67° to 70°C.

Workup

  1. distillationwas boiled in a circulating distillation apparatus until water
  2. filtrationThe solution of the product was filtered
  3. customevaporated
  4. distillationThe residue was distilled under a high vacuum

Sources & evidence

ORD record
ord-64fdd77028da46508271449e973ebbc8
Source dataset
uspto-grants-1976_01
Patent number
US03933858

Reaction notes

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