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

HRID 1778454Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1778454
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]

Komponenten

4

Edukt 2

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

Produkt 1

HCID 123521188Dimethyl(2-methyl-4-phenyl-1H-indenyl)(2,3,4,5-tetramethylcyclopentadienyl)silane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-0c1437096fa242c6aa5006fc7e1dd881
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266910B2

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