2-Methylimidazole → HCID 43289189, compound

HRID 1708140Notes

Reaction equation

HRID 1708140 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][CH:7]=1.[CH3:14][C:15]1[NH:16][CH:17]=[CH:18][N:19]=1.CC(C)([O-])C.[K+]>CN(C)C=O>[CH3:14][C:15]1[N:16]([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][CH:7]=2)[CH:17]=[CH:18][N:19]=1

Participants

5

Reactant 3

HCID 127492-MethylimidazoleHCID 12685614HCID 12685614, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 43289189HCID 43289189, compoundYield 75.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

There were dissolved, in 20 ml of dry N,N-dimethylformamide, 1.797 g of 4-(3-chloropropoxy)benzonitrile, 985 mg of 2-methylimidazole and 1 765 g of a 90% potassium t-butoxide, then the resulting solution was stirred at room temperature for 4.5 hours, poured into ice water, the resulting precipitates were filtered off and washed with water. The precipitates were recrystallized from a mixed solution of ethanol and water to give 1.682 g (yield 69.7%) of 4-[3-(2-methylimidazol-1-yl) propoxy]benzonitrile.

Workup

  1. customthe resulting precipitates
  2. filtrationwere filtered off
  3. washwashed with water
  4. customThe precipitates were recrystallized from a mixed solution of ethanol and water

Sources & evidence

ORD record
ord-a29280277e384029b3377fd2c27ec636
Source dataset
uspto-grants-1994_10
Patent number
US05356916

Reaction notes

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