Imidazole → 1-(2-Cyclooctenylmethyl)imidazole

HRID 894526Notes

Reaction equation

HRID 894526 reaction equation
[CH:1]1([CH2:9]Br)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.[NH:11]1[CH:15]=[CH:14][N:13]=[CH:12]1.CC(C)([O-])C.[K+]>C(O)CCC>[CH:1]1([CH2:9][N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 23665647Potassium tert-butoxideHCID 537915372-Cyclooctenylmethyl bromide

Product 1

HCID 544751031-(2-Cyclooctenylmethyl)imidazole

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

2-Cyclooctenylmethyl bromide (0.7 g; 0.0035 mole) as just made was added dropwise to a refluxing solution of imidazole (0.24 g; 0.0025 mole) and potassium tertiary butoxide (0.39 g; 0.0035 mole) in dry butanol under nitrogen. After addition the mixture was stirred under reflux for 1 hour. Pure product was obtained as described in Example 4, b.p. 108°-110°/0.02 mmHg.

Workup

  1. additionAfter addition the mixture
  2. temperatureunder reflux for 1 hour
  3. customPure product was obtained

Sources & evidence

ORD record
ord-14f95f94656343e9bc04b9fd24578aa9
Source dataset
uspto-grants-1981_08
Patent number
US04284641

Reaction notes

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