Tetramethylcyclopentadienylsodium → Dimethyl(2-methyl-4-phenyl-1H-indenyl)(2,3,4,5-tetramethylcyclopentadienyl)silane

HRID 1778454ノート

反応式

HRID 1778454 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])[CH:26]1[C:25]([CH3:27])=[C:24]([CH3:28])[C:23]([CH3:29])=[C:22]1[CH3:21]

参加物

4

反応物 2

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

生成物 1

HCID 123521188Dimethyl(2-methyl-4-phenyl-1H-indenyl)(2,3,4,5-tetramethylcyclopentadienyl)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): δ7.61 (d, 2H), 7.41 (m, 1H), 7.31 (m, 4H), 7.19 (m, 1H), 6.85 (s, 1H), 3.60, (s, 1H), 3.16 (br s, 1H), 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-0c1437096fa242c6aa5006fc7e1dd881
出典データセット
uspto-grants-2016_02
特許番号
US09266910B2

反応ノート

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