ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

1,3-Dimethyl-2-imidazolidinone → Di(p-chlorophenyl)cyclopentadienyl(octamethyloctahydrodibenzofluorenyl)methane

HRID 1050668
ノート
印刷プレビュー

反応式

HRID 1050668 の反応式
[CH3:1][C:2]1([CH3:29])[CH:7]2[CH:8]3[CH2:22][CH2:21][CH:20]=[CH:19][C:9]3=[C:10]3[C:18]([CH2:17][C:16]4[CH:15]=[CH:14][CH:13]=[CH:12][C:11]3=4)=[C:6]2[C:5](C)([CH3:23])[C:4]([CH3:26])([CH3:25])[C:3]1([CH3:28])[CH3:27].[CH2:30]([Li])CCC.CN1CCN(C)C1=O.[Cl:43][C:44]1[CH:49]=[CH:48][C:47]([C:50]([C:56]2[CH:61]=[CH:60][C:59]([Cl:62])=[CH:58][CH:57]=2)=[C:51]2[CH:55]=[CH:54][CH:53]=[CH:52]2)=[CH:46][CH:45]=1>O1CCCC1.CCCCCC>[Cl:43][C:44]1[CH:45]=[CH:46][C:47]([C:50]([C:56]2[CH:57]=[CH:58][C:59]([Cl:62])=[CH:60][CH:61]=2)([CH:51]2[CH:52]=[CH:53][CH:54]=[CH:55]2)[C:7]2([CH3:30])[C:6]3[C:5]([CH3:23])([CH:12]4[CH2:13][CH2:14][CH:15]=[CH:16][C:11]4=[C:10]4[C:18]=3[CH2:17][C:19]3[CH:20]=[CH:21][CH:22]=[CH:8][C:9]4=3)[C:4]([CH3:26])([CH3:25])[C:3]([CH3:28])([CH3:27])[C:2]2([CH3:1])[CH3:29])=[CH:48][CH:49]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 66611,3-Dimethyl-2-imidazolidinoneHCID 118334636,6-Di(p-chlorophenyl)fulveneHCID 86606716OctamethyloctahydrodibenzofluoreneHCID 178418339Butyllithium

生成物 1

HCID 131729404Di(p-chlorophenyl)cyclopentadienyl(octamethyloctahydrodibenzofluorenyl)methane

試薬・触媒・溶媒 2

HCID 8028
Tetrahydrofuran
溶媒
2 回
HCID 8058Hexane溶媒

反応条件

温度
0 °C

実験手順

A reaction vessel equipped with a dropping funnel was charged with 40 ml of dehydrated tetrahydrofuran and 2.35 g (6.08 mmol) of octamethyloctahydrodibenzofluorene synthesized in Synthesis Example 2-1 under a nitrogen atmosphere. Then, 4.62 ml (7.30 mmol) of a 1.58 mol/L hexane solution of n-butyllithium was slowly added dropwise and while cooling this solution to 0° C., and the mixture was stirred. Then, 0.86 ml (7.90 mmol) of 1,3-dimethyl-2-imidazolidinone was added to the solution and the mixture was stirred for 30 minutes. Subsequently, the dropping funnel was charged with a solution prepared by dissolving 2.00 g (6.68 mmol) of 6,6-di{p-chlorophenyl}fulvene in 30 ml of dehydrated tetrahydrofuran. The solution was slowly added dropwise while cooling the solution to −78° C. The mixture was stirred for one day while returning the temperature thereof slowly to room temperature. This reaction solution was subjected to extraction with diethyl ether. The organic layer was washed with 1 N hydrochloric acid, a saturated aqueous solution of sodium hydrogen carbonate and saturated brine. The organic phase collected by separation was dried over anhydrous magnesium sulfate and magnesium sulfate was separated by filtration. The filtrate was subjected to distillation under reduced pressure using a rotary evaporator to remove the solvent. The residue was purified by using a silica gel column and recrystallized from toluene to obtain a target product (yield 0.714 g (17%)). The target product was identified by 1H-NMR and FD-MS spectroscopy.

後処理

  1. customA reaction vessel equipped with a dropping funnel
  2. customsynthesized in Synthesis Example 2-1 under a nitrogen atmosphere
  3. stirringthe mixture was stirred for 30 minutes
  4. additionSubsequently, the dropping funnel was charged with a solution
  5. customprepared
  6. additionThe solution was slowly added dropwise
  7. temperaturewhile cooling the solution to −78° C
  8. stirringThe mixture was stirred for one day
  9. customslowly to room temperature
  10. extractionThis reaction solution was subjected to extraction with diethyl ether
  11. washThe organic layer was washed with 1 N hydrochloric acid
  12. customThe organic phase collected by separation
  13. dry with materialwas dried over anhydrous magnesium sulfate and magnesium sulfate
  14. customwas separated by filtration
  15. distillationThe filtrate was subjected to distillation under reduced pressure
  16. customa rotary evaporator
  17. customto remove the solvent
  18. customThe residue was purified
  19. customrecrystallized from toluene
  20. customto obtain a target product (yield 0.714 g (17%))

出典と根拠

ORDレコード
ord-7dc229ecb7294af3b5374b3f2e5931d3
出典データセット
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09382356B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート