Cyclohexylfulvene → (1-Methyl-1-cyclohexyl)cyclopentadiene

HRID 270987ノート

反応式

HRID 270987 の反応式
[CH:1]1([C:7]2[C:11](=C)[CH:10]=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:13][Li]>C1COCC1.CCOCC.O>[CH3:13][C:1]1([C:7]2[CH2:11][CH:10]=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

参加物

6

反応物 2

HCID 22327799CyclohexylfulveneHCID 178418348HCID 178418348、化合物

生成物 1

HCID 14688277(1-Methyl-1-cyclohexyl)cyclopentadiene収率 38%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 6.50 g (44.5 mmol) of cyclohexylfulvene in 60 ml of THF, 44.8 ml (51.1 mmol) of an ether solution of methyllithium was dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for one night. After the reaction solution was diluted with 100 ml of ether, 30 ml of water was added. The separated organic phase was washed with water and a saturated saline solution, then dried over magnesium sulfate and filtered. From the filtrate, the solvent was removed under reduced pressure to obtain a liquid. The liquid was isolated and purified by column chromatography (silica gel, developing solvent: hexane) to obtain 2.72 g (16.76 mmol) of a colorless transparent liquid (yield: 38%) The analyzed values are given below.

後処理

  1. additionwas added
  2. washThe separated organic phase was washed with water
  3. dry with materiala saturated saline solution, then dried over magnesium sulfate
  4. filtrationfiltered
  5. customFrom the filtrate, the solvent was removed under reduced pressure
  6. customto obtain a liquid
  7. customThe liquid was isolated
  8. custompurified by column chromatography (silica gel, developing solvent: hexane)

出典と根拠

ORDレコード
ord-f30bcdc8296743108352e821da840924
出典データセット
uspto-grants-2008_11
特許番号
US07449533B2

反応ノート

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