Propanoic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester

Propanoic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester Struktur
88738-84-5
CAS-Nr.
88738-84-5
Englisch Name:
Propanoic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester
Synonyma:
Propanoic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester
CBNumber:
CB83280447
Summenformel:
C8H11F6O5P
Molgewicht:
332.13
MOL-Datei:
88738-84-5.mol

Propanoic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester Eigenschaften

Siedepunkt:
260.0±40.0 °C(Predicted)
Dichte
1.418±0.06 g/cm3(Predicted)
Löslichkeit
Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
Aggregatzustand
Oil
Farbe
Colourless to Pale Yellow
Stabilität:
Moisture Sensitive

Sicherheit

Propanoic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden

Methyl 2-[Bis(2,2,2-trifluoroethoxy)phosphinyl]propionate is synthetic reagent used in Z-selective HWE reactions (a.k.a. Still-Genari modification) to make alpha,β-unsaturated esters. Methyl 2-[Bis(2,2,2-trifluoroethoxy)phosphinyl]propionate is used as reagent/reactant for preparation of (±)-(Z)-2β-hydroxy-14-hydro-β-santalol via tandem radical cyclization.

Synthese

KHMDS (8.0 mL, 4.00 mmol, 0.5M in toluene) was added by syringe to a solution of dried 18-crown-6 (4.20 g, 15.89 mmol), THF (20 mL), and Bis (2,2,2-trifluoroethyl) phosphite  (0.55 mL, 3.75 mmol) at -78 ℃. Following 15 min, methyl 2-bromopropionate (0.35 mL, 3.14 mmol) was added to the reaction flask. The reaction mixture was allowed to warm to room temperature for 4hr. The standard workup protocol was followed, then the crude product was purified by flash column chromatography (9:1-3:2 hexanes:EtOAc, Rf = 0.22 in 1:1 hexanes:EtOAc) yielding Propanoic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester (103 mg, 31 mmol, 9.9%) as a yellow syrup.

Propanoic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Propanoic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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