Diethyl Ether → 3-(1,3-Dioxolan-2-YL)benzophenone

HRID 2164434

Reaktionsgleichung

Reaktionsgleichung von HRID 2164434
[C:1]([C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1C=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[Si](OC)(OC)[O:20][CH2:21][CH2:22][O:23][Si](OC)(OC)OC.[C:35]([O-])(O)=O.[Na+].C(OCC)C>ClCCl.FC(F)(F)S(OC[Si](C)(C)C)(=O)=O.N1C=CC=CC=1>[C:1]([C:2]1[CH:3]=[C:4]([CH:35]2[O:20][CH2:21][CH2:22][O:23]2)[CH:5]=[CH:6][CH:7]=1)(=[O:8])[C:9]1[CH:10]=[CH:13][CH:14]=[CH:15][CH:16]=1

Komponenten

8

Edukt 4

HCID 3283Diethyl EtherHCID 1611952-BenzoylbenzaldehydeHCID 516892Sodium BicarbonateHCID 13195968HCID 13195968, Verbindung

Produkt 1

HCID 105150883-(1,3-Dioxolan-2-YL)benzophenone

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 1049PyridineKatalysatorHCID 2760857(Trimethylsilyl)methyl Trifluoromethanesulfonate [Trimethylsilylmethylating Reagent]KatalysatorHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a stirred solution of benzoylbenzaldehyde (2 g, 10 mmol) and 1,2-bis-(trimethoxysiloxy)ethane (2.3 g, 11 mmol) in dry dichloromethane (30 cm3) under N2 at room temperature was added trimethylsilylmethyl trifluoromethanesulphonate (5 drops). After stirring at 20° C. for 48 hours, pyridine (3 drops) was added followed by saturated NaHCO3 (20 cm3) and diethyl ether (20 cm3). The resulting mixture was stirred for 30 minutes. The ethereal layer was separated off and the aqueous layer extracted twice more with diethyl ether. The combined extracts were washed with water, dried over a mixture of anhydrous Na2CO3 and anhydrous Na2SO4 (1:1) and the solvent removed in vacuo to give 2-(3-benzoylphenyl)-1,3-dioxolane, nD20 1.5890. Yield 2.2 g (91.7%).

Aufarbeitung

  1. stirringThe resulting mixture was stirred for 30 minutes
  2. customThe ethereal layer was separated off
  3. extractionthe aqueous layer extracted twice more with diethyl ether
  4. washThe combined extracts were washed with water
  5. dry with materialdried over a mixture of anhydrous Na2CO3 and anhydrous Na2SO4 (1:1)
  6. customthe solvent removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2ae659d81b1c46e0943d7a38d3145739
Quelldatensatz
uspto-grants-1985_03
Patentnummer
US04504491

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