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Chlorotrimethylgermane → 2-(4-Trimethylgermylphenyl)-2-methyl-1,3-dioxolane

HRID 466317
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 466317
[Mg].[CH3:2][Ge:3](Cl)([CH3:5])[CH3:4].Br[C:8]1[CH:13]=[CH:12][C:11]([C:14]2([CH3:19])[O:18][CH2:17][CH2:16][O:15]2)=[CH:10][CH:9]=1>O1CCCC1>[CH3:2][Ge:3]([CH3:5])([CH3:4])[C:8]1[CH:13]=[CH:12][C:11]([C:14]2([CH3:19])[O:18][CH2:17][CH2:16][O:15]2)=[CH:10][CH:9]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 73723ChlorotrimethylgermaneHCID 6149202-(4-Bromophenyl)-2-methyl-1,3-dioxolaneHCID 5462224Magnesium

Produkt 1

HCID 146056512-(4-Trimethylgermylphenyl)-2-methyl-1,3-dioxolaneAusbeute 46,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a mixture of 108 mg (4.44 mmol) of magnesium and 766 mg (5.00 mmol) of trimethylgermyl chloride was added a solution of 972 mg (4.00 mmol) of 2-(4-bromophenyl)-2-methyl-1,3-dioxolane in 12 ml of dry tetrahydrofuran (THF) at 40° C. with stirring. The mixture was refluxed for 1.5 hours and stirred at room temperature overnight. An insoluble substance was filtered off and washed with ether. The filtrate and washings were mixed and evaporated. The residue was purified by column chromatography on silica gel [eluent: petroleum ether-methylene chloride (2:1-1:2)] and recrystallized from petroleum ether to give 524 mg of white prisms, m.p. 63.5°-65° C.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 1.5 hours
  2. stirringstirred at room temperature overnight
  3. filtrationAn insoluble substance was filtered off
  4. washwashed with ether
  5. additionThe filtrate and washings were mixed
  6. customevaporated
  7. customThe residue was purified by column chromatography on silica gel [eluent: petroleum ether-methylene chloride (2:1-1:2)]
  8. customrecrystallized from petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-1af7b912b5a7485485e53287458a5eec
Quelldatensatz
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05155249

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