2.4- Dihydroxy- 1-methylnaphthalene,

Further reduction of quinones - acquisition of four or more hydrogens per molecule - was achieved with lithium aluminum hydride which reduced, in yields lower than 10%, 2-methyl-1,4-naphthoquinone to 1,2,3,4-tetrahydro-l,4-dihydroxy-2-methylnaphthalene and to l,2,3,4-tetrahydro-4-hydroxy-l-keto-2-methylnaphthalene [931]. Lithium aluminum hydride [931], sodium borohydride, lithium trie thy Iborohydride and 9-borabicyclo[3.3.1Jnomine [100] converted anthraquinone to 9,10-dihydro-9,10-dihydroxyanthracene in respective yields of 67, 65, 77 and 79%. 

The 2-hydroxyacetophenone derivative depicted, formed spontaneously from a tetraketone precursor in the presence of silica, itself derived in turn by ozonolysis of 3,6-dihydroindan-1-one acetal, has been regiospecifically recyclised with potassium hydroxide to 1,8-dihydroxy-3-methylnaphthalene (ref.75). 

The photoinduced intramolecular electron transfer reactions of some poly-(ethylene glycol)-linked 9-aminoacridine-benzoate electron donor-acceptor systems have been described. Photosensitized oxidation of 5-methyl-2 -deoxy-cytidine using menadione (2-methylnaphthalene-l,4-dione) gives 5,6-dihydroxy-5,6-dihydro-5-methyl-2 -deoxycytidine in what is thought to be an electron... 

A soln. of l,4-dihydroxy-5,8-dihydro-6-methylnaphthalene diacetate in acetic acid added dropwise with stirring below 5° to a soln. of GrOg in the minimum amount of aq. 80%-acetic acid, and stirring continued for several hrs.-> methyl-naphthazarin diacetate. Y 75%. F. Farina, M. Lora-Tamayo, and C. Suarez, Tet. Let. 1959, No. 19,9. 

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