Ethylene Glycol → HCID 13455834, compound

HRID 569233Notes

Reaction equation

HRID 569233 reaction equation
[C:1]([C:4]1([OH:26])[CH2:21][CH2:20][C:19]2[C:6](=[C:7]([OH:25])[C:8]3[C:9](=[O:24])[C:10]4[C:15]([C:16](=[O:22])[C:17]=3[CH:18]=2)=[C:14]([OH:23])[CH:13]=[CH:12][CH:11]=4)[CH2:5]1)(=[O:3])[CH3:2].[CH2:27](O)[CH2:28][OH:29]>C1C=CC=CC=1>[CH2:27]1[CH2:28][O:29][C:1]([C:4]2([OH:26])[CH2:21][CH2:20][C:19]3[C:6](=[C:7]([OH:25])[C:8]4[C:9](=[O:24])[C:10]5[C:15]([C:16](=[O:22])[C:17]=4[CH:18]=3)=[C:14]([OH:23])[CH:13]=[CH:12][CH:11]=5)[CH2:5]2)([CH3:2])[O:3]1

Participants

4

Reactant 2

HCID 174Ethylene GlycolHCID 134534928-Acetyl-1,6,8-trihydroxy-7,8,9,10-tetrahydrotetracene-5,12-dione

Product 1

HCID 13455834HCID 13455834, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of (±)-2-acetyl-2,7,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione (740 mg; 2.1 mmol) and ethylene glycol (280 mg; 4.4 mmol) in 400 ml of benzene, in the presence of a catalytic quantity of paratoluenesulfonic acid, is heated under reflux for 12 hours in a 500 ml round-bottomed flask. The flask is equipped with a "Dean Stark" apparatus (making it possible to remove the water formed as an azeotrope with benzene).

Workup

  1. temperatureunder reflux for 12 hours in a 500 ml round-bottomed flask
  2. customThe flask is equipped with a "Dean Stark" apparatus (
  3. customto remove the water
  4. customformed as an azeotrope with benzene)

Sources & evidence

ORD record
ord-fe54639ac8f24e658ad5297901b822f7
Source dataset
uspto-grants-1988_03
Patent number
US04731468

Reaction notes

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