Imidazole → 1-(2-Cyclooctenylmethyl)imidazole

HRID 2058444Notes

Reaction equation

HRID 2058444 reaction equation
[CH2:1]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.BrC.[NH:11]1[CH:15]=[CH:14][N:13]=[CH:12]1.[CH3:16]C(C)([O-])C.[K+]>C(O)CCC>[CH:2]1([CH2:16][N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)[CH2:1][CH2:8][CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 23665647Potassium tert-butoxideHCID 705029912-Cyclooctene 1-bromomethane

Product 1

HCID 544751031-(2-Cyclooctenylmethyl)imidazole

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

2-Cyclooctene-1-bromomethane (0.7 g, 0.0034 mol) was added dropwise to a boiling solution of imidazole (0.24 g, 0.0035 mol) and potassium t-butoxide (0.39 g, 0.0035 mol) in dry n-butanol, under dry nitrogen. After the addition, the reaction mixture was stirred and heated under reflux for 1 h. The pure product was obtained as described in Example 4, b.p. 108°-110°/0.02 mmHg.

Workup

  1. additionAfter the addition
  2. temperatureheated
  3. temperatureunder reflux for 1 h
  4. customThe pure product was obtained

Sources & evidence

ORD record
ord-420205c0f03e4e9f80603adcca24db83
Source dataset
uspto-grants-1982_03
Patent number
US04317830

Reaction notes

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