HCID 20545924, compound → HCID 20545907, compound

HRID 2059315Notes

Reaction equation

HRID 2059315 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][N:22]([CH3:24])[CH3:23])=[CH:16][CH:17]=3)[C:12](=[CH2:25])[C:11]([CH3:27])([CH3:26])[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][N:22]([CH3:24])[CH3:23])=[CH:16][CH:17]=3)[CH:12]([CH3:25])[C:11]([CH3:26])([CH3:27])[CH2:10]2)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 20545924HCID 20545924, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20545907HCID 20545907, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-(4-chlorophenyl)-2,2-dimethyl-7-(2-dimethylaminoethoxy)-1-methylidene tetralin hydrochloride (4 g) in ethanol (150 ml) was hydrogenated in the presence of 10% palladium on charcoal (0.4 g) until hydrogen uptake was complete. After filtration the solvent was removed in vacuo to give 4-(4-chlorophenyl)-1,2,2-trimethyl-7-(2-dimethylaminoethoxy)tetralin hydrochloride. Recrystallisation from ethanol-ether gave white prisms, m.p. 173°-6° (3.6 g, 90%).

Workup

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

Sources & evidence

ORD record
ord-ae5e662475a7482c82e89ae0efc84aef
Source dataset
uspto-grants-1982_03
Patent number
US04322370

Reaction notes

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