HCID 12353616, compound → HCID 12353618, compound

HRID 441580Notes

Reaction equation

HRID 441580 reaction equation
[H][H].[BrH:3].[NH2:4][CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:16])[C:11]=2[OH:15])[C:6]1=[O:17]>O.[Pt](=O)=O>[BrH:3].[NH2:4][CH:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:16])[C:11]=2[OH:15])[CH:6]1[OH:17]

Participants

5

Reactant 2

HCID 12353616HCID 12353616, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 12353618HCID 12353618, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 962WaterSolvent

Procedure

In 5 volume parts of water is dissolved 0.200 part of 3,4-dihydro-2-amino-5,6-dihydroxy-1(2H)-naphthalenone hydrobromide and, using 0.050 part of platinum dioxide, the catalytic reduction is carried out in a current of hydrogen gas until a substantially stoichiometric amount of hydrogen gas is absorbed. The catalyst in the reaction mixture is filtered off and to the filtrate is added a mixture of ethyl ether, methanol and water. The procedure gives white prisms of 2-amino-1,5,6-trihydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide. Melting point: 190° to 200° C.(decomp.)

Workup

  1. customis absorbed
  2. filtrationThe catalyst in the reaction mixture is filtered off and to the filtrate
  3. additionis added
  4. additiona mixture of ethyl ether, methanol and water

Sources & evidence

ORD record
ord-bf7fc4f8d5c74445ac67bd94770e00ae
Source dataset
uspto-grants-1977_08
Patent number
US04041079

Reaction notes

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