Acetone → HCID 21419384, compound

Participants

Reaction Steps

In a mixture of 1 volume part of acetone and 10 volume parts of ethanol, there is dissolved 0.100 part of 3,4-dihydro-2-amino-5,6-dihydroxy-1(2H)-naphthalenone hydrobromide and with the addition of 0.0115 part of platinum dioxide and 0.038 part of anhydrous sodium acetate, catalytic reduction is carried out in a current of hydrogen gas. After a substantially stoichiometric amount of hydrogen gas has been absorbed, 0.4 volume part of a 48 % aqueous solution of hydrogen bromide is added. The mixture is filtered and the filtrate is concentrated. A small amount of ethanol is added to the residue and, after the insolubles are removed, the filtrate is concentrated a second time. Finally the residue is recrystallized from acetone. The procedure gives 1,5,6-trihydroxy-2-isopropylamino-1,2,3,4-tetrahydronaphthalene hydrobromide. Melting point: 167° to 169° C.(decomp.)

Provenance & Evidence