Potassium Hydroxide → HCID 19864515, compound

HRID 1199992Notes

Reaction equation

HRID 1199992 reaction equation
C([O:4][CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[C:17]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[N:11]=[C:10]1[CH3:18])(=O)C.[OH-].[K+]>C(O)C>[CH3:18][C:10]1[N:9]([CH2:8][CH2:7][CH2:6][CH2:5][OH:4])[C:17]2[CH:16]=[CH:15][N:14]=[CH:13][C:12]=2[N:11]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19864514HCID 19864514, compound

Product 1

HCID 19864515HCID 19864515, compoundYield 109.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(4-Acetoxybutyl)-2-methylimidazo[4,5-c]pyridine (0.55 g) was dissolved in ethanol (10 ml) and 2M potassium hydroxide (2 ml) was added dropwise. The mixture was stirred at room temperature for 3 hours and then evaporated under vacuum. The residue was dissolved in 2M hydrochloric acid, washed with methylene chloride (2×20 ml), basified with solid NaHCO3 to pH 7.5 and then extracted with methylene chloride (10×20 ml). The combined organic extracts were evaporated under vacuum to leave the desired product as a brown oil (0.5 g).

Workup

  1. customevaporated under vacuum
  2. dissolutionThe residue was dissolved in 2M hydrochloric acid
  3. washwashed with methylene chloride (2×20 ml)
  4. extractionextracted with methylene chloride (10×20 ml)
  5. customThe combined organic extracts were evaporated under vacuum

Sources & evidence

ORD record
ord-d4ab17044edb4fdf9b6ab1dfe37ddc4c
Source dataset
uspto-grants-1990_02
Patent number
US04904671

Reaction notes

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