Imidazole → 1-Cyclohexylmethylimidazole

HRID 894533

反応式

HRID 894533 の反応式
Br[CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[NH:9]1[CH:13]=[CH:12][N:11]=[CH:10]1.[Na]>C(O)C>[CH:3]1([CH2:2][N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 795ImidazoleHCID 137636Cyclohexane, (bromomethyl)-HCID 5360545Sodium

生成物 1

HCID 201484651-Cyclohexylmethylimidazole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Bromomethylcyclohexane (39.8 g; 0.225 mole) was added dropwise to a refluxing solution of imidazole (13.6 g; 0.2 mole) and sodium (4.6 g; 0.2 mole) in absolute ethanol (100 ml). After addition the reaction mixture was heated under reflux for a further 5 hours. After this period the mixture was cooled and the solvent evaporated under reduced pressure. The residue was taken up in water (150 ml), washed with ether (50 ml) and extracted with chloroform (3×50 ml). The combined chloroform extracts were dried over anhydrous magnesium sulphate and evaporated under reduced pressure to leave a residual yellow oil as crude product which was purified to give the product as a colourless oil b.p. 86°-90° C./0.2 mmHg. The product solidified on cooling, m.p. 25° to 30° C.

後処理

  1. additionAfter addition the reaction mixture
  2. temperaturewas heated
  3. temperatureunder reflux for a further 5 hours
  4. temperatureAfter this period the mixture was cooled
  5. customthe solvent evaporated under reduced pressure
  6. washwashed with ether (50 ml)
  7. extractionextracted with chloroform (3×50 ml)
  8. dry with materialThe combined chloroform extracts were dried over anhydrous magnesium sulphate
  9. customevaporated under reduced pressure
  10. customto leave a residual yellow oil as crude product which
  11. customwas purified

出典と根拠

ORDレコード
ord-d87de7715793409692337e43e3a58572
出典データセット
uspto-grants-1981_08
特許番号
US04284641

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