Imidazole → 1-(Cycloheptylmethyl)imidazole

HRID 2058443Notes

Reaction equation

HRID 2058443 reaction equation
Br[CH2:2][CH:3]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.CC(C)([O-])C.[K+].[NH:16]1[CH:20]=[CH:19][N:18]=[CH:17]1>C(O)CCC>[CH:3]1([CH2:2][N:16]2[CH:20]=[CH:19][N:18]=[CH:17]2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 23000753(Bromomethyl)cycloheptaneHCID 23665647Potassium tert-butoxide

Product 1

HCID 205502361-(Cycloheptylmethyl)imidazole

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Bromomethylcycloheptane (5.3 g, 0.0278 mol) was added dropwise to a stirred solution of potassium t-butoxide (3.1 g, 0.0277 mol) and imidazole (1.9 g, 0.0279 mol) in dry n-butanol (50 ml) maintained at 100° and under dry nitrogen. After the addition (~20 mins) the temperature of the reaction mixture was raised to boiling. The reaction mixture was then stirred and boiled for 7 h and then cooled.

Workup

  1. temperaturemaintained at 100° and under dry nitrogen
  2. additionAfter the addition (~20 mins) the temperature of the reaction mixture
  3. temperaturewas raised
  4. temperaturecooled

Sources & evidence

ORD record
ord-04eeceacdb7b4aa18556d629d043e3de
Source dataset
uspto-grants-1982_03
Patent number
US04317830

Reaction notes

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