Diethyl Ether → 2,3,6-Trifluorobenzyl alcohol

HRID 1638678

Reaktionsgleichung

Reaktionsgleichung von HRID 1638678
B.[Na].[F:3][C:4]1[CH:12]=[CH:11][C:10]([F:13])=[C:9]([F:14])[C:5]=1[C:6](O)=[O:7].B(F)(F)F.CCOCC>O1CCCC1>[F:14][C:9]1[C:10]([F:13])=[CH:11][CH:12]=[C:4]([F:3])[C:5]=1[CH2:6][OH:7]

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 6356Boron trifluorideHCID 5200622,3,6-Trifluorobenzoic acidHCID 178418435HCID 178418435, Verbindung

Produkt 1

HCID 1455002,3,6-Trifluorobenzyl alcoholAusbeute 102 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Versuchsvorschrift

To a solution of sodium boron hydride (51.6 g) in tetrahydrofuran (500 ml) is added dropwise a solution of 2,5,6-trifluorobenzoic acid (120 g) in tetrahydrofuran (200 ml) with stirring at below 10° C., and thereto is further added dropwise a solution of BF3.(C2H5)2O (232 ml) in tetrahydrofuran (500 ml) under ice cooling. The mixture is stirred at room temperature overnight. The reaction mixture is poured into ice water (1.5 liter) and is extracted with diethyl ether. The extract is dried over magnesium sulfate and the solvent is distilled off under reduced pressure to give 2,3,6-trifluorobenzyl alcohol (112.7 g), as pale yellow oil, b.p. 112° C. (30 mmHg).

Aufarbeitung

  1. stirringThe mixture is stirred at room temperature overnight
  2. extractionis extracted with diethyl ether
  3. dry with materialThe extract is dried over magnesium sulfate
  4. distillationthe solvent is distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a7ed83656f0941eaaade34c9a5206a37
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04880806

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