alpha-(6-Chloro-2,2-dimethyl-4H-1,3-benzodioxin-8-yl)-1-methyl-1H-imidazole-4-methanol → HCID 21270008, compound

HRID 1194379Notes

Reaction equation

HRID 1194379 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([CH:14]([C:16]2[N:17]=[CH:18][N:19]([CH3:21])[CH:20]=2)[OH:15])[C:5]2[O:6][C:7]([CH3:11])([CH3:10])[O:8][CH2:9][C:4]=2[CH:3]=1>CO.[Pd]>[ClH:1].[CH3:10][C:7]1([CH3:11])[O:6][C:5]2[C:12]([CH:14]([C:16]3[N:17]=[CH:18][N:19]([CH3:21])[CH:20]=3)[OH:15])=[CH:13][CH:2]=[CH:3][C:4]=2[CH2:9][O:8]1

Participants

4

Reactant 1

HCID 14520341alpha-(6-Chloro-2,2-dimethyl-4H-1,3-benzodioxin-8-yl)-1-methyl-1H-imidazole-4-methanol

Product 1

HCID 21270008HCID 21270008, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

15.88 g of alpha-(6-chloro-2,2-dimethyl-4H-1,3-benzodioxin-8-yl)-1-methyl-1H-imidazole-4-methanol (prepared as in 4. above), dissolved in 160 ml of methanol, are subjected to hydrogenolysis in the presence of 3 g of 10% palladium on carbon under a hydrogen pressure of 3.5 bars at 50° C. for 150 minutes. The catalyst is then filtered off, the solvent is removed and the residue is stirred in diethyl ether. The ethereal phase is decanted off and the residue obtained is used as such in the following step.

Workup

  1. customat 50° C.
  2. customfor 150 minutes
  3. filtrationThe catalyst is then filtered off
  4. customthe solvent is removed
  5. customThe ethereal phase is decanted off
  6. customthe residue obtained

Sources & evidence

ORD record
ord-23acc989d3244d818fa033ff0e19c7a2
Source dataset
uspto-grants-1989_03
Patent number
US04814343

Reaction notes

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