Hexamethyldisilazane → HCID 178451017, Verbindung

HRID 842590

Reaktionsgleichung

Reaktionsgleichung von HRID 842590
[PH2:1](=[O:3])[O-:2].[NH4+].C[Si](C)(C)N[Si](C)(C)C.[CH2:14]=[C:15]([CH2:23][CH2:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17]>ClCCl>[OH:3][PH:1]([CH2:14][CH:15]([CH2:23][CH2:24][C:25]([O:27][C:28]([CH3:29])([CH3:31])[CH3:30])=[O:26])[C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])=[O:2]

Komponenten

5

Edukt 3

HCID 13838HexamethyldisilazaneHCID 11054274Di-tert-butyl 2-methylenepentanedioateHCID 178418291HCID 178418291, Verbindung

Produkt 1

HCID 178451017HCID 178451017, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

A mixture of ammonium phosphinate (162.6 g, 1.96 mol) and 1,1,1,3,3,3-hexamethyldisilazane (316 g, 1.96 mol) was heated to 105° C. for 2 hours. The reaction mixture was cooled in an ice bath and di-tert-butyl 2-methylenepentane-1,5-dioate (251 g, 0.979 mol) dissolved in dichloromethane (1000 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature overnight. The reaction mixture was then quenched with distilled water (500 ml) and the organic layer was retained. The aqueous layer was washed a second time with dichloromethane and the combined organic layers were dried over magnesium sulfate. Then the solvent was removed under reduced pressure leaving a slightly yellow oil (315 g, 100%) This product was found to be of sufficient purity for use in the next reaction. 1H NMR (CDCl3): δ1.4 (m, 18H), 1.9 (m, 3H), 2.1 (m, 1H), 2.3 (m, 2H), 2.7 (m, 1H), 6.5 & 7.9 (d, 1H, the P—H), 11.0 (s, 1H).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled in an ice bath
  2. additionwas added dropwise
  3. temperatureto warm to room temperature overnight
  4. customThe reaction mixture was then quenched with distilled water (500 ml)
  5. washThe aqueous layer was washed a second time with dichloromethane
  6. dry with materialthe combined organic layers were dried over magnesium sulfate
  7. customThen the solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a707836626d44edfbe16c216d186f056
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06376478B1

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