HCID 178431340, compound → HCID 178431331, compound

HRID 1194386Notes

Reaction equation

HRID 1194386 reaction equation
[CH3:1][C:2]1([CH3:19])[O:7][C:6]2[CH:8]=[CH:9][C:10]([CH:12]([C:14]3[N:15]=[CH:16][NH:17][CH:18]=3)O)=[CH:11][C:5]=2[CH2:4][O:3]1>CO.[Pd]>[CH3:1][C:2]1([CH3:19])[O:7][C:6]2[CH:8]=[CH:9][C:10]([CH2:12][C:14]3[N:15]=[CH:16][NH:17][CH:18]=3)=[CH:11][C:5]=2[CH2:4][O:3]1

Participants

4

Reactant 1

HCID 178431340HCID 178431340, compound

Product 1

HCID 178431331HCID 178431331, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3.4 g (0.013 mole) of alpha-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1H-imidazole-4-methanol (prepared in Example 3.4.) are hydrogenolyzed in methanol at 80° C. for 5 hours in the presence of 10% palladium on carbon and under a hydrogen pressure of 2.8 bars. The catalyst is then filtered off and the solvent is removed under reduced pressure. The residue obtained is chromatographed on silica (eluent: 90:10 v/v dichloromethane-methanol). There are obtained 3 g of 4-[(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)methyl]-1H-imidazole. Yield: 97% of theory; M.P.: 150°-170° C.

Workup

  1. filtrationThe catalyst is then filtered off
  2. customthe solvent is removed under reduced pressure
  3. customThe residue obtained
  4. customis chromatographed on silica (eluent: 90:10 v/v dichloromethane-methanol)

Sources & evidence

ORD record
ord-733ebc16e18147ef8b8e6b127434f6aa
Source dataset
uspto-grants-1989_03
Patent number
US04814343

Reaction notes

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