Imidazole → HCID 597247, compound

HRID 1906199Notes

Reaction equation

HRID 1906199 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1.[Si:9](Cl)([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10].N1C=CN=C1.O>CN(C)C=O>[O:1]([CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[Si:9]([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10]

Participants

6

Reactant 4

HCID 795ImidazoleHCID 962WaterHCID 11474PiconolHCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 597247HCID 597247, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-hydroxymethylpyridine (19.3 ml), t-butyldimethylsilyl chloride (36.2 g) and imidazole (27.2 g) in dimethylformamide (190 ml) was stirred for two hours at room temperature. Water was added to the reaction mixture and extracted with n-hexane. The organic layer was washed with water, dried over magnesium sulfate and then evaporated. The residue was distilled to give 2-t-butyldimethylsiloxymethylpyridine (42.30 g).

Workup

  1. extractionextracted with n-hexane
  2. washThe organic layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. distillationThe residue was distilled

Sources & evidence

ORD record
ord-54ca262c42494b7a96e605d2f78fc3a4
Source dataset
uspto-grants-1987_03
Patent number
US04650804

Reaction notes

Loading…