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Hydrochloric Acid → HCID 131736074、化合物

HRID 1050653
ノート
印刷プレビュー

反応式

HRID 1050653 の反応式
[CH3:1][C:2]1[C:14]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([CH3:23])=[C:9]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:10]=3)[CH2:5][C:4]=2[CH:3]=1.[CH2:24]([Li])[CH2:25][CH2:26][CH3:27].[CH2:29]([C:33]([CH2:39][CH2:40][CH2:41][CH3:42])=C1C=CC=C1)[CH2:30][CH2:31][CH3:32].Cl.O1CCC[CH2:45]1>C(OCC)C.CCCCCC>[CH2:39]([C:33]([CH2:29][CH2:30][CH2:31][CH3:32])=[C:10]1[C:11]2[C:6]([CH:5]=[C:4]3[C:12]=2[CH:13]=[C:14]([C:15]([CH3:16])([CH3:17])[CH3:18])[C:2]([CH3:1])=[CH:3]3)=[C:7]([CH:24]2[CH:45]=[CH:27][CH:26]=[CH:25]2)[C:8]([CH3:23])=[C:9]1[C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:40][CH2:41][CH3:42]
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

8

反応物 5

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2 回HCID 190333046,6-Di(n-butyl)fulveneHCID 219826932,7-Dimethyl-3,6-ditert-butyl-fluoreneHCID 178418339Butyllithium

生成物 1

HCID 131736074HCID 131736074、化合物収率 50%

試薬・触媒・溶媒

2
HCID 3283Diethyl Ether溶媒HCID 8058Hexane溶媒

反応条件

温度
-78 °C

実験手順

Under a nitrogen atmosphere, dehydrated tetrahydrofuran was added to 0.783 g (2.55 mmol) of 2,7-dimethyl-3,6-ditert-butyl-fluorene, and the mixture was stirred. This solution was cooled in an ice bath, and 1.85 mL (2.85 mmol) of a 1.54 mol/L hexane solution of n-butyllithium was added. The mixture was stirred at room temperature for 2 hours. The resulting orange-colored solution was cooled to −78° C. in a dry ice/methanol bath, and a solution prepared by dissolving 0.571 g (3.00 mmol) of 6,6-di(n-butyl)fulvene synthesized in Synthesis Example 1-2 (i) in 15 mL of dehydrated tetrahydrofuran was added dropwise over 20 minutes, and the mixture was stirred for 2 hours. 100 mL of 1 N hydrochloric acid was added to the resulting orange-colored solution to terminate the reaction. 100 mL of diethyl ether was added to perform liquid-liquid phase separation, and the soluble fraction was extracted. This organic layer was washed two times with a saturated aqueous solution of sodium hydrogen carbonate, two times with water, and once with saturated brine, and dried over magnesium sulfate. The solvent was distilled off, and the residue was recrystallized from diethyl ether/methanol to obtain a target product as a white powder (yield 0.63 g (50%)). The target product was identified by 1H-NMR and FD-MS spectroscopy.

後処理

  1. temperatureThis solution was cooled in an ice bath
  2. stirringThe mixture was stirred at room temperature for 2 hours
  3. customa solution prepared
  4. additionwas added dropwise over 20 minutes
  5. stirringthe mixture was stirred for 2 hours
  6. customto terminate
  7. customthe reaction
  8. customliquid-liquid phase separation
  9. extractionthe soluble fraction was extracted
  10. washThis organic layer was washed two times with a saturated aqueous solution of sodium hydrogen carbonate, two times with water
  11. dry with materialonce with saturated brine, and dried over magnesium sulfate
  12. distillationThe solvent was distilled off
  13. customthe residue was recrystallized from diethyl ether/methanol

出典と根拠

ORDレコード
ord-216373389588499c97c02d83887b653f
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