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Pyridine → Trimethylsilyl crotonate

HRID 714581
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 714581
[C:1]([OH:6])(=[O:5])/[CH:2]=[CH:3]/[CH3:4].[CH3:7][Si:8]([CH3:11])([CH3:10])Cl.N1C=CC=CC=1>C(OCC)C>[C:1]([O:6][Si:8]([CH3:11])([CH3:10])[CH3:7])(=[O:5])/[CH:2]=[CH:3]/[CH3:4]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6397ChlorotrimethylsilaneHCID 637090Crotonic Acid

Produkt 1

HCID 5702560Trimethylsilyl crotonateAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
38 °C

Versuchsvorschrift

To a single-neck reaction flask (250 mL) were added of crotonic acid (10.750 g, 0.125 mol), anhydrous ethyl ether (125 mL) and trimethyl chlorosilane (19 mL, 0.150 mol). The mixture was stirred for 5 min. Pyridine (12 mL, 0.150 mol) was dropwise added into the resulting mixture under stirring at the temperature of 35° C. After the addition finished, the mixture was warmed up to the temperature of 38° C. and stirred under relux for 3 hr. The white solid was filtered in vacuo. Ethyl ether was evaporated under atmospheric pressure. The resultant was distilled under reduced pressure to collect the fraction under 10 mmHg at the temperature of 46° C.-48° C. to give (E)-trimethylsilyl 2-butenoate as a colorless liquid (12.242 g). Yield: 62.0%.

Aufarbeitung

  1. stirringunder stirring at the temperature of 35° C
  2. additionAfter the addition
  3. stirringstirred under relux for 3 hr
  4. filtrationThe white solid was filtered in vacuo
  5. customEthyl ether was evaporated under atmospheric pressure
  6. distillationThe resultant was distilled under reduced pressure
  7. customto collect the fraction under 10 mmHg at the temperature of 46° C.-48° C.

Quellen und Nachweise

ORD-Eintrag
ord-d93b544677664a049491f249d7e69701
Quelldatensatz
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09187458B2

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