HCID 13491471, compound → HCID 44283628, compound

HRID 1719563Notes

Reaction equation

HRID 1719563 reaction equation
Cl.[CH3:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][C:4]=1[CH2:13][C:14]1[NH:15][CH2:16][CH2:17][N:18]=1>[Pd].O>[CH3:2][C@@H:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][C@@H:4]1[CH2:13][C:14]1[NH:18][CH2:17][CH2:16][N:15]=1

Participants

4

Reactant 1

HCID 13491471HCID 13491471, compound

Product 1

HCID 44283628HCID 44283628, compoundYield 97.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A mixture of 2.0 g of 2-[(3,4-dihydro-1-methyl-2-naphthalenyl)methyl]-4,5-dihydro-1H-imidazole hydrochloride (Example 1b) and 200 mg of palladium-on-carbon catalyst in 100 ml of distilled water was hydrogenated until the mass spectrum showed no evidence of starting material. The product was isolated and recrystallized from ethanol to give 1.7 g of cis-4,5-dihydro-2-[(1,2,3,4-tetrahydro-1-methyl-2-naphthalenyl)methyl]-1H-imidazole in the form of its monohydrochloride salt, m.p. 214.5°-216° C.

Workup

  1. customThe product was isolated
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-ab70f5d875224543940d38fe26166182
Source dataset
uspto-grants-1985_09
Patent number
US04540705

Reaction notes

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