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Ammonium Chloride → Dimethyl-(6-methyl-4,8-diphenyl-1,2,3,5-tetrahydro-s-indacenyl)(2-i-propyl-4-(4-t-butylphenyl)-1-indenyl)silane

HRID 271801
ノート
印刷プレビュー

反応式

HRID 271801 の反応式
[CH3:1][C:2]1[CH2:3][C:4]2[C:5]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:6]3[C:10](=[C:11]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[C:12]=2[CH:13]=1)[CH2:9][CH2:8][CH2:7]3.C([Li])CCC.Cl[Si:32]([CH:35]1[C:43]2[C:38](=[C:39]([C:44]3[CH:49]=[CH:48][C:47]([C:50]([CH3:53])([CH3:52])[CH3:51])=[CH:46][CH:45]=3)[CH:40]=[CH:41][CH:42]=2)[CH:37]=[C:36]1[CH:54]([CH3:56])[CH3:55])([CH3:34])[CH3:33].[Cl-].[NH4+]>C(OCC)C.C1COCC1.CCCCCC.[Cu](C#N)C#N>[CH3:33][Si:32]([CH3:34])([CH:7]1[C:6]2[C:10](=[C:11]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:12]3[CH2:13][C:2]([CH3:1])=[CH:3][C:4]=3[C:5]=2[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:9][CH2:8]1)[CH:35]1[C:43]2[C:38](=[C:39]([C:44]3[CH:45]=[CH:46][C:47]([C:50]([CH3:51])([CH3:52])[CH3:53])=[CH:48][CH:49]=3)[CH:40]=[CH:41][CH:42]=2)[CH:37]=[C:36]1[CH:54]([CH3:55])[CH3:56]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

HCID 25517Ammonium ChlorideHCID 21880365chloro-(4-(4-tert-butylphenyl)-2-isopropyl-1H-inden-1-yl)-dimethylsilaneHCID 860577626-Methyl-4,8-diphenyl-1,2,3,5-tetrahydro-s-indaceneHCID 178418339Butyllithium

生成物 1

HCID 68747292Dimethyl-(6-methyl-4,8-diphenyl-1,2,3,5-tetrahydro-s-indacenyl)(2-i-propyl-4-(4-t-butylphenyl)-1-indenyl)silane
収率 72.6%

試薬・触媒・溶媒 4

HCID 178418260HCID 178418260、化合物触媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

To 11.4 g (35.3 mmol) of 6-methyl-4,8-diphenyl-1,2,3,5-tetrahydro-s-indacene (5c) and 100 mg of copper cyanide (I) in 300 ml of diethylether plus 20 ml of THF was added dropwise at −70° C. 16 ml (40 mmol) of 2.5 M of n-butyllithium in n-hexane. The solution was slowly warmed to room temperature and stirred for 3 hrs at room temperature (yellow brown suspension). Then to the suspension was added at −70° C. 13.4 g (35 mmol) of chloro-(2-i-propyl-4-(4-t-butylphenyl)-indenyl)-dimethylsilane and the solution was warmed to room temperature and stirred over the weekend. The resulting brown slurry solution was poured into an aqueous ammonium chloride solution and the organic layer was washed with brine, dried over sodium sulfate and the solvents were evaporated. The crude product was purified by column chromatography to get 17.0 g of amorphous solid (yield: 64%).

後処理

  1. additionThen to the suspension was added at −70° C
  2. stirringstirred over the weekend
  3. washthe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. customthe solvents were evaporated
  6. customThe crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-0cb6aa7d933944998a2e0d691ed1e18e
出典データセット
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07452949B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート