Water → 4-(4-Phenyl-4-n-pentyl-4-silacyclohexyl)cyclohexane carbaldehyde

HRID 2658

Reaktionsgleichung

Reaktionsgleichung von HRID 2658
C[C:2](C)([O-:4])C.[K+].[Cl-].COC[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH2:30]([Si:35]1([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[CH2:40][CH2:39][CH:38]([CH:41]2[CH2:46][CH2:45][C:44](=O)[CH2:43][CH2:42]2)[CH2:37][CH2:36]1)[CH2:31][CH2:32][CH2:33][CH3:34].O>C1COCC1>[CH2:30]([Si:35]1([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[CH2:36][CH2:37][CH:38]([CH:41]2[CH2:46][CH2:45][CH:44]([CH:2]=[O:4])[CH2:43][CH2:42]2)[CH2:39][CH2:40]1)[CH2:31][CH2:32][CH2:33][CH3:34]

Komponenten

6

Edukt 4

HCID 962WaterHCID 2723798Methoxymethyl-triphenylphosphonium chlorideHCID 110678544-(4-n-Pentyl-4-phenyl-4-silacyclohexyl)cyclohexanoneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 538633044-(4-Phenyl-4-n-pentyl-4-silacyclohexyl)cyclohexane carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

12 g of potassium t-butoxide was added to a mixture of 35 g of methoxymethyltriphenylphosphonium chloride and 200 ml of THF to prepare an orange ylide solution. A solution of 34 g of 4-(4-n-pentyl-4-phenyl-4-silacyclohexyl)cyclohexanone in 50 ml of THF was added to the ylide solution and agitated at room temperature for 2 hours. Thereafter, the mixture was poured into iced water and extracted with methylene chloride, followed by washing, drying and concentration by a usual manner. n-Hexane was added to the residue, and the resultant crystals of triphenylphosphine oxide were removed by filtration. The filtrate was concentrated, and the resultant residue was hydrolyzed with 100 ml of 20% hydrochloric acid, followed by washing, drying and concentration by a usual manner to obtain 4-(4-n-pentyl-4-phenyl-4-silacyclohexyl)cyclohexane carbaldehyde.

Aufarbeitung

  1. customto prepare an orange ylide solution
  2. extractionextracted with methylene chloride
  3. washby washing
  4. customdrying
  5. concentrationconcentration by a usual manner
  6. additionn-Hexane was added to the residue
  7. customthe resultant crystals of triphenylphosphine oxide were removed by filtration
  8. concentrationThe filtrate was concentrated
  9. washby washing
  10. customdrying
  11. concentrationconcentration by a usual manner

Quellen und Nachweise

ORD-Eintrag
ord-60ff9b3f88b74fb89fc2c3b2f2e968f6
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05730901

Verknüpfte Notizen

Wird geladen…