Ethylene Glycol → 2-((2-Hydroxyethoxy)methyl)anthracene-9,10-dione

HRID 1651181Notes

Reaction equation

Cl[CH2:2][C:3]1[CH:16]=[CH:15][C:14]2[C:13](=[O:17])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:18])[C:5]=2[CH:4]=1.[CH2:19]([OH:22])[CH2:20][OH:21]>C(Cl)(Cl)Cl>[OH:21][CH2:20][CH2:19][O:22][CH2:2][C:3]1[CH:16]=[CH:15][C:14]2[C:13](=[O:17])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:18])[C:5]=2[CH:4]=1

Participants

Conditions

Temperature: 160 °C

Procedure

A suspension of 10.14 g of 2-chloromethylanthraquinone in 50 ml of ethylene glycol is stirred for 14 hours at 160° C. It is taken up in chloroform and the resulting solution is washed with water and saturated sodium chloride solution. Crystallization of the residue of the organic phase (12 g) from toluene gives 9.0 g of 2-(2'-hydroxyethoxy)methylanthraquinone with an m.p. of 129°-130° C.

Workup

washthe resulting solution is washed with water and saturated sodium chloride solution
customCrystallization of the residue of the organic phase (12 g) from toluene

Sources & evidence

ORD record: ord-4ab7634b192340a982dfe2aa416c5e4a
Source dataset: uspto-grants-1990_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04927865

Reaction notes

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