1,2,4-Benzenetriol → 2-Ethoxy-5-hydroxy-2-methyl-1,3-dioxolane

HRID 1904538Notes

Reaction equation

HRID 1904538 reaction equation
[OH:1][C:2]1C=CC(O)=C[C:3]=1[OH:9].[C:10](OCC)([O:15]CC)([O:12][CH2:13][CH3:14])[CH3:11]>C1(C)C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[CH2:13]([O:12][C:10]1([CH3:11])[O:9][CH2:3][CH:2]([OH:1])[O:15]1)[CH3:14]

Participants

4

Reactant 2

HCID 107871,2,4-BenzenetriolHCID 66221Triethyl orthoacetate

Product 1

HCID 200372802-Ethoxy-5-hydroxy-2-methyl-1,3-dioxolaneYield 114.1%

Reagents, catalysts & solvents 1

HCID 69067533Toluene carbon tetrachlorideSolvent

Procedure

A solution composed of 5.0 g of 1,2,4-trihydroxybenzene, 9.7 g of triethyl orthoacetate and 50 ml of toluene-carbon tetrachloride (1:1) was refluxed for 1.5 hours. The solvent was evaporated, and the residue was purified by column chromatography to give 6.7 g (yield 86%) of the desired product as pale brown crystals having a melting point of 86° to 87° C.

Workup

  1. temperaturewas refluxed for 1.5 hours
  2. customThe solvent was evaporated
  3. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-7ef58972d38e4631b934f4854db46149
Source dataset
uspto-grants-1989_06
Patent number
US04838924

Reaction notes

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