Hydrochloric Acid → HCID 178424929, compound

HRID 2372436Notes

Reaction equation

HRID 2372436 reaction equation
Cl.C([N:9]1[C:13]([CH2:14][CH2:15][CH:16]([C:25]2[CH:30]=[C:29]([CH3:31])[CH:28]=[C:27]([CH3:32])[CH:26]=2)[C:17]2[CH:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[CH:18]=2)=[CH:12][N:11]=[CH:10]1)C1C=CC=CC=1.Cl.[H][H]>[Pd].C(O)C>[CH3:23][C:21]1[CH:22]=[C:17]([CH:16]([C:25]2[CH:30]=[C:29]([CH3:31])[CH:28]=[C:27]([CH3:32])[CH:26]=2)[CH2:15][CH2:14][C:13]2[N:9]=[CH:10][NH:11][CH:12]=2)[CH:18]=[C:19]([CH3:24])[CH:20]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 19904262HCID 19904262, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 178424929HCID 178424929, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2,0 g of 1-benzyl-5-[3,3-bis(3,5-dimethylphenyl)propyl]-1H-imidazole hydrochloride is hydrogenated in the mixture of 30 ml of 2N hydrochloric acid and 10 ml ethanol at 80° C. Pd/C (10%) as catalyst. When the uptake of hydrogen ceases, the reaction mixture is cooled, filtered and evaporated to dryness. Water is added and the mixture is made alkaline with sodium hydroxide. The product is then extracted to ethylacetate which is washed with water, dried with sodium sulfate and evaporated to dryness. The residue is the product as base and it is made to its hydrochloride salt in ethyl acetate using dry hydrochloric acid. Yield 0,6 g. M.p. of the product is 101°-105° C.

Workup

  1. filtrationfiltered
  2. customevaporated to dryness
  3. additionWater is added
  4. extractionThe product is then extracted to ethylacetate which
  5. washis washed with water
  6. dry with materialdried with sodium sulfate
  7. customevaporated to dryness
  8. customis 101°-105° C.

Sources & evidence

ORD record
ord-beb09137e99746aa8e4b01662105b92b
Source dataset
uspto-grants-1992_03
Patent number
US05098923

Reaction notes

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