Cyclopentadiene → 5-(Pentan-2-ylidene)cyclopenta-1,3-diene

HRID 271008ノート

反応式

HRID 271008 の反応式
[CH:1]1[CH2:5][CH:4]=[CH:3][CH:2]=1.[CH2:6]([C:9]([CH3:11])=O)[CH2:7][CH3:8].N1CCCC1>CO.CCOCC.O>[CH3:8][C:7]([CH2:6][CH2:9][CH3:11])=[C:2]1[CH:1]=[CH:5][CH:4]=[CH:3]1

参加物

7

反応物 3

HCID 7612CyclopentadieneHCID 78952-PentanoneHCID 31268Pyrrolidine

生成物 1

HCID 129395315-(Pentan-2-ylidene)cyclopenta-1,3-diene収率 61%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 10.00 g (151.3 mmol) of cyclopentadiene in 40 ml of methanol, 18.6 ml (174.2 mmol) of methyl propyl ketone and 4.5 ml (54.7 mmol) of pyrrolidine were added with ice cooling, followed by stirring at room temperature for one night. After the reaction solution was diluted with 100 ml of ether, 50 ml of water was added. The organic phase was separated, washed with water and a saturated saline solution, then dried over anhydrous magnesium sulfate and filtered. From the filtrate, the solvent was removed under reduced pressure to obtain a liquid. The liquid was subjected to vacuum distillation (70° C./1 mmHg) to obtain 12.30 g (91.64 mmol) of a yellow liquid (yield: 61%). The analyzed values are given below.

後処理

  1. additionwas added
  2. customThe organic phase was separated
  3. washwashed with water
  4. dry with materiala saturated saline solution, then dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customFrom the filtrate, the solvent was removed under reduced pressure
  7. customto obtain a liquid
  8. distillationThe liquid was subjected to vacuum distillation (70° C./1 mmHg)

出典と根拠

ORDレコード
ord-ddeb53fed5b34d3599059f4817ecce35
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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