Acetone → Anthrone

HRID 2164440Notes

Reaction equation

HRID 2164440 reaction equation
[CH2:1]1[C@@H:6](O)[C@H:5](O)[C@@H:4]([O:9][C@@H:10]2[O:14][C@H](CO)[C@@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@H:11]2[OH:29])[C@H:3]([O:30][C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2N)[C@H:2]1N.[CH2:43](O)[CH3:44].[CH3:46][C:47]([CH3:49])=O.[CH2:50]([OH:54])[CH2:51][CH2:52][CH3:53]>O.CO>[CH:47]1[CH:49]=[C:51]2[C:50]([C:10]([OH:14])([OH:9])[C:11](=[O:29])[C:52]2=[CH:53][CH:46]=1)=[O:54].[CH:50]1[C:4]2[C:3](=[O:30])[C:2]3[C:1](=[CH:46][CH:47]=[CH:43][CH:44]=3)[CH2:6][C:5]=2[CH:53]=[CH:52][CH:51]=1

Participants

8

Reactant 4

HCID 180AcetoneHCID 2631-ButanolHCID 702EthanolHCID 13423453CID 13423453

Product 2

HCID 7018AnthroneHCID 10236Ninhydrin

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The sulfates of Bu-2659 components are freely soluble in water, slightly soluble in methanol and ethanol but practically insoluble in n-butanol, acetone and other organic solvents. They give positive reactions with ninhydrin and anthrone reagents, but are negative in the Tollens, Fehling and Sakaguchi reactions. The thin layer chromatograms (TLC) of the Bu-2659 components are shown in Table 4 compared with those of neomycin, paromomycin and ribostamycin.

Sources & evidence

ORD record
ord-91e7090637074a89b82c05497654fc03
Source dataset
uspto-grants-1985_03
Patent number
US04504580

Reaction notes

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