HCID 19773275, compound → HCID 19773293, compound

HRID 1614260Notes

Reaction equation

HRID 1614260 reaction equation
[ClH:1].[C:2]([NH:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH2:8][CH2:9][CH:10]([N:16](CC1C=CC=CC=1)[CH3:17])[CH2:11]2)(=[O:4])[CH3:3].[H][H]>CO.[Pd]>[ClH:1].[C:2]([NH:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH2:8][CH2:9][CH:10]([NH:16][CH3:17])[CH2:11]2)(=[O:4])[CH3:3]

Participants

5

Reactant 2

HCID 19773275HCID 19773275, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19773293HCID 19773293, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.40 g (0.0041 mol) of 5-acetylamino-2-(N-benzyl-N-methylamino)-tetraline-hydrochloride (Example 4.1.26) are hydrogenated in 50 ml of methanol in the presence of 0.4 g of 10% palladium/charcoal at 60° C. under a pressure of 4 bar until the uptake of hydrogen has ceased. After the catalyst has been removed by suction filtering, the residue is concentrated by rotary evaporation, finally at 80° C. under a complete water-jet vacuum. The residue is crystallised from 15 ml of methanol and 15 ml of diethylether. After suction filtering, washing with methanol/ether and drying at 80° C. the title compound is obtained in a yield of 0.85 g (81.5% of theory) and with a melting point of 253° C., which does not change after recrystallisation from methanol/ether.

Workup

  1. customAfter the catalyst has been removed by suction
  2. filtrationfiltering
  3. concentrationthe residue is concentrated by rotary evaporation, finally at 80° C. under a complete water-jet vacuum
  4. customThe residue is crystallised from 15 ml of methanol and 15 ml of diethylether
  5. filtrationAfter suction filtering
  6. washwashing with methanol/ether
  7. dry with materialdrying at 80° C. the title compound
  8. customis obtained in a yield of 0.85 g (81.5% of theory) and with a melting point of 253° C., which
  9. customafter recrystallisation from methanol/ether

Sources & evidence

ORD record
ord-663d3e9a268141b29c542622c3eb1018
Source dataset
uspto-grants-1993_03
Patent number
US05196454

Reaction notes

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