Phosphate → HCID 14645957, Verbindung

HRID 2249006Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2249006
[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.[Br-:15].[Li+].P([O-])([O-])([O-])=O>O1CCCC1.[Ni](Br)Br>[Br: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

6

Edukt 3

HCID 1061PhosphateHCID 82050Lithium BromideHCID 11287268(2R)-2-(Pentafluorophenyl)oxirane

Produkt 1

HCID 14645957HCID 14645957, VerbindungAusbeute 70,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 278492Nickel(II) bromideKatalysatorHCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To an ice-cooled solution of 1.05 g of (R)-(+)-2,3,4,5,6-pentafluorostyrene oxide in 10 ml of tetrahydrofuran, was added dropwise a solution of Li2NiBr4, which was prepared by adding 2.19 g of nickel (II) bromide to a suspension of 1.74 g of lithium bromide in 20 ml of tetrahydrofuran. After completion of addition, the solution was stirred for 15 hours at room temperature. The resulted reaction mixture was poured into a 0.05 mol phosphate buffer, and was extracted with ether. The resultant extract was dried over magnesium sulfate, and the solvent was distilled off under reduced pressure, thereby obtaining 1.02 g of (R)-(-)-2-bromo-1-(pentafluorophenyl)ethanol containing 15% of (+)-2-bromo-2-(pentafluorophenyl)ethanol.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-60c18f0946294ef48cf21ec118932877
Quelldatensatz
uspto-grants-1991_08
Patentnummer
US05041641

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