Isopropanol → 1,4-Anthracenedione, 2-(1-methylethoxy)-

HRID 255396Notes

Reaction equation

HRID 255396 reaction equation
[OH:1][C:2]1[C:3](=[O:17])[C:4]2[C:13]([C:14](=[O:16])[CH:15]=1)=[CH:12][C:11]1[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=1)[CH:5]=2.B(F)(F)F.CCOCC.[CH:27](O)([CH3:29])[CH3:28]>>[CH:27]([O:1][C:2]1[C:3](=[O:17])[C:4]2[C:13]([C:14](=[O:16])[CH:15]=1)=[CH:12][C:11]1[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=1)[CH:5]=2)([CH3:29])[CH3:28]

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 8000Boron trifluoride etherateHCID 178516606HCID 178516606, compound

Product 1

HCID 136279991,4-Anthracenedione, 2-(1-methylethoxy)-

Conditions

Temperature
70 °C

Procedure

4 grams of 2-hydroxy-1,4-anthraquinone synthesized as described above, 20 ml of isopropanol and 12 ml of borontrifluoride etherate were heated at 70° C. overnight, yielding the desired product, 2-isopropoxy-1,4-anthraquinone. After cooling, the solution was filtered, dried, and washed with standard KHSO4. Finally, the product was washed with water and dried at room temperature overnight.

Sources & evidence

ORD record
ord-225051d694d844c784355486940164e8
Source dataset
uspto-grants-1987_10
Patent number
US04698184

Reaction notes

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