Phosphate → HCID 54517612, Verbindung

HRID 2249005Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2249005
[F:1][C:2]1[C:10]([F:11])=[C:9]([F:12])[C:8]([F:13])=[C:7]([F:14])[C:3]=1[C@H:4]1[O:6][CH2:5]1.[Cl-:15].[Li+].P([O-])([O-])([O-])=O>O1CCCC1>[Cl:15][CH2:5][C@@H:4]([C:3]1[C:2]([F:1])=[C:10]([F:11])[C:9]([F:12])=[C:8]([F:13])[C:7]=1[F:14])[OH:6]

Komponenten

5

Edukt 3

HCID 1061PhosphateHCID 433294Lithium ChlorideHCID 11287268(2R)-2-(Pentafluorophenyl)oxirane

Produkt 1

HCID 54517612HCID 54517612, VerbindungAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To an ice-cooled solution of 10.51 g of (R)-(+)-2,3,4,5,6-pentafluorostyrene oxide was dissolved in 100 ml of tetrahydrofuran, was added dropwise a solution of Li2CuCl4, which was prepared by adding 10.08 g of cupric chloride to a suspension of 6.36 g of lithium chloride in 150 ml of tetrahydrofuran. After completion of addition, the solution was stirred for 20 hours at room temperature. The resulted reaction mixture was poured into a 0.05 mol phosphate buffer, and was extracted with ether. The resulted extract was dried over magnesium sulfate, and the solvent was distilled off under reduced pressure, thereby obtaining 12.00 g of (R)-(-)-2-chloro-1-(pentafluorophenyl)ethanol containing 20% of (+)-2-chloro-2-(pentafluorophenyl)ethanol. This was subjected to isolation by silica gel column chromatography, thereby obtaining (R)-(-)-2-chloro-1-(pentafluorophenyl)-ethanol and (+)-2-chloro-2-(pentafluorophenyl)ethanol respectively possessing the aforementioned physical properties.

Aufarbeitung

  1. customwas prepared
  2. additionAfter completion of addition
  3. customThe resulted reaction mixture
  4. extractionwas extracted with ether
  5. extractionThe resulted extract
  6. dry with materialwas dried over magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-21453e76d9b34afa83274384b7114d3e
Quelldatensatz
uspto-grants-1991_08
Patentnummer
US05041641

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