Cyclopentadiene → 6-Methyl-6-isobutylfulvene

HRID 271002노트

반응식

HRID 271002 반응식
[CH:1]1[CH2:5][CH:4]=[CH:3][CH:2]=1.[CH2:6]([C:10]([CH3:12])=O)[CH:7]([CH3:9])[CH3:8].N1CCCC1>CO.CCOCC.O>[CH3:12][C:10]([CH2:6][CH:7]([CH3:9])[CH3:8])=[C:2]1[CH:1]=[CH:5][CH:4]=[CH:3]1

참가 물질

7

반응물 3

HCID 7612CyclopentadieneHCID 7909Methyl Isobutyl KetoneHCID 31268Pyrrolidine

생성물 1

HCID 5626186-Methyl-6-isobutylfulvene수율 71%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

To a solution of 10.00 g (151.3 mmol) of cyclopentadiene in 30 ml of methanol, 18.9 ml (151.1 mmol) of methyl isobutyl ketone and 12.8 ml (153.3 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 (83-88° C./10 mmHg) to obtain 15.80 g (106.58 mmol) of a yellow liquid (yield: 71%). The analyzed values are given below.

후처리

  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 (83-88° C./10 mmHg)

출처 및 근거

ORD 기록
ord-ee6b784eb9e544e29ea46b6d56566c84
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449533B2

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