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Tetramethylcyclopentadienylsodium → dimethyl (2-methyl-4-phenyl-1H-indenyl)(2,3,4,5-tetramethylcyclopenta-dienyl)silane

HRID 2208630
ノート
印刷プレビュー

反応式

HRID 2208630 の反応式
Cl[Si:2]([CH3:20])([CH3:19])[CH:3]1[C:11]2[C:6](=[C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]1[CH3:18].[CH3:21][C:22]1[CH-:26][C:25]([CH3:27])=[C:24]([CH3:28])[C:23]=1[CH3:29].[Na+]>O1CCCC1>[CH3:19][Si:2]([CH3:20])([CH:3]1[C:11]2[C:6](=[C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]1[CH3:18])[C:26]1[CH:25]([CH3:27])[C:24]([CH3:28])=[C:23]([CH3:29])[C:22]=1[CH3:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 15823254TetramethylcyclopentadienylsodiumHCID 21943894Dimethyl(2-methyl-4-phenylindenyl)silyl chloride

生成物 1

HCID 131735970dimethyl (2-methyl-4-phenyl-1H-indenyl)(2,3,4,5-tetramethylcyclopenta-dienyl)silane

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a light yellow solution of chlorodimethyl(2-methyl-4-phenyl-1H-indenyl)silane (9.40 g, 31.4 mmol, 1.00 eq.) in tetrahydrofuran (40 mL) at −30° C. was added sodium (tetramethylcyclopentadienide) (4.76 g, 33.0 mmol, 1.05 equiv.) in portions to give a cloudy orange solution. The reaction was allowed to warm to room temperature and stirred for 23 hours. The mixture was evaporated under vacuum leaving an orange residue. The residue was extracted with pentane (50 mL) and the extract was filtered to give a bright yellow solution and yellow solid. The solution was evaporated under vacuum to yield thick, orange oil. Yield 10.16 g (84%). 1H NMR (C6D6): δ 7.61 (d, 2H), 7.41 (m, IH), 7.31 (m, 4H), 7.19 (m, IH), 6.85 (s, IH), 3.60, (s, IH), 3.16 (br s, IH), 2.00 (s, 3H), 1.93 (s, 3H), 1.88 (s, 3H), 1.82 (s, 6H), −0.23 (s, 3H), −0.24 (s, 3H).

後処理

  1. customto give a cloudy orange solution
  2. customThe mixture was evaporated under vacuum
  3. customleaving an orange residue
  4. extractionThe residue was extracted with pentane (50 mL)
  5. filtrationthe extract was filtered
  6. customto give a bright yellow solution and yellow solid
  7. customThe solution was evaporated under vacuum
  8. customto yield thick

出典と根拠

ORDレコード
ord-152717cb27e44c43af3828aa015bf880
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09376559B2

反応ノート

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