HCID 13971289, compound → HCID 13971308, compound

HRID 1650667Notes

Reaction equation

HRID 1650667 reaction equation
[CH2:1]([C:8]1[NH:9][C:10]2[C:16]([O:17]CC3C=CC=CC=3)=[CH:15][CH:14]=[C:13]([CH3:25])[C:11]=2[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C(O)C.[C].[Pd]>[CH2:1]([C:8]1[NH:9][C:10]2[C:16]([OH:17])=[CH:15][CH:14]=[C:13]([CH3:25])[C:11]=2[N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 13971289HCID 13971289, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13971308HCID 13971308, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-benzyl-4-benzyloxy-7-methylbenzimidazole (3.0 g) in ethanol (400 ml) and 10% palladium-carbon (1.5 g) was hydrogenated at room temperature and pressure until uptake of hydrogen ceased. The mixture was filtered (celite), and the filtrate was evaporated to dryness in vacuo and recrystallized from ethanol-ether to afford the title compound (1.85 g), m.p. 204°-205° C.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationThe mixture was filtered (celite)
  3. customthe filtrate was evaporated to dryness in vacuo
  4. customrecrystallized from ethanol-ether

Sources & evidence

ORD record
ord-3c77324ec0714cae907b399958287bcd
Source dataset
uspto-grants-1990_05
Patent number
US04925853

Reaction notes

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