Hydrochloric Acid → HCID 21425501, compound

HRID 259015Notes

Reaction equation

HRID 259015 reaction equation
[ClH:1].Cl.[OH:3][C:4]1[C:5]([CH2:19]O)=[C:6]2[C:11](=[CH:12][CH:13]=1)[C:10](=[O:14])[CH:9]([NH:15][CH:16]([CH3:18])[CH3:17])[CH2:8][CH2:7]2>[H][H].[Pd]>[ClH:1].[OH:14][CH:10]1[C:11]2[C:6](=[C:5]([CH3:19])[C:4]([OH:3])=[CH:13][CH:12]=2)[CH2:7][CH2:8][CH:9]1[NH:15][CH:16]([CH3:18])[CH3:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 21425580HCID 21425580, compound

Product 1

HCID 21425501HCID 21425501, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 178418361HCID 178418361, compoundSolvent2×

Procedure

In 20 ml. of 2N hydrochloric acid is dissolved 200 mg. of 6-hydroxy-5-hydroxymethyl-2-isopropylamino-3,4-dihydro-1(2H)-naphthalenone hydrochloride and with the addition of 100 mg. of 5 % palladium-on-carbon, the solution is agitated in hydrogen streams for 4 hours. After the hydrogen has ceased to be absorbed, the catalyst is filtered off and the filtrate is concentrated under reduced pressure and at a temperature not exceeding 40° C. The residue is then recrystallized from ethanol-ether. The procedure yields 1,6-dihydroxy-2-isopropylamino-5-methyl-1,2,3,4-tetrahydronaphthalene hydrochloride as colorless powders. Yield 152 mg.

Workup

  1. customto be absorbed
  2. filtrationthe catalyst is filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure and at a temperature not
  4. customexceeding 40° C
  5. customThe residue is then recrystallized from ethanol-ether

Sources & evidence

ORD record
ord-f27c428a9f174ba29c9863652af17659
Source dataset
uspto-grants-1977_07
Patent number
US04035512

Reaction notes

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