HCID 20545901, compound → HCID 20545922, compound

HRID 2059323Notes

Reaction equation

HRID 2059323 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:13](=[CH:14][C:15]([O:19][CH2:20][CH2:21][NH:22][CH2:23]CC4C=CC=CC=4)=[CH:16][CH:17]=3)[C:12](=[O:31])[C:11]([CH3:33])([CH3:32])[CH2:10]2)=[CH:5][CH:4]=1.[H][H]>C(O)C.[Pd]>[ClH:2].[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[C:18]3[C:13](=[CH:14][C:15]([O:19][CH2:20][CH2:21][NH:22][CH3:23])=[CH:16][CH:17]=3)[C:12](=[O:31])[C:11]([CH3:33])([CH3:32])[CH2:10]2)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 20545901HCID 20545901, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20545922HCID 20545922, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-(4-chlorophenyl)-7-(2-benzylmethylaminoethoxy)-2,2-dimethyl-1-tetralone hydrochloride (4.3 g) in ethanol (100 ml) was hydrogenated in the presence of 10% palladium on charcoal (0.43 g) until hydrogen uptake was complete. After filtration the solvent was removed in vacuo to give 4-(4-chlorophenyl)-2,2-dimethyl-7-(2-methylaminoethoxy)-1-tetralone hydrochloride. Recrystallisation from ether-ethyl acetate gave white crystals m.p. 150°-3° (2.6 g, 74%).

Workup

  1. filtrationAfter filtration the solvent
  2. customwas removed in vacuo

Sources & evidence

ORD record
ord-31a11d4009d444bdbea551316fa06efc
Source dataset
uspto-grants-1982_03
Patent number
US04322370

Reaction notes

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