Sodium Thiosulfate → (R)-2-Methyl-4,4,4-trifluorobutanal

HRID 1985927Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1985927
[F:1][C:2]([F:9])([F:8])[CH2:3][C@@H:4]([CH3:7])[CH2:5][OH:6].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[O-]S([O-])(=S)=O.[Na+].[Na+]>C(Cl)Cl.C(OCC)C.C([O-])(O)=O.[Na+]>[F:1][C:2]([F:9])([F:8])[CH2:3][C@@H:4]([CH3:7])[CH:5]=[O:6]

Komponenten

7

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To (2R)-4,4,4-trifluoro-2-methylbutan-1-ol (2.90 g, 20.4 mmol) in CH2Cl2 (50 mL) at 0° C. was added Dess-Martin periodinane (10.24 g, 24.49 mmol). After 15 min, the reaction mixture was warmed to 25° C. and stirred for 1 h. This mixture was then diluted with diethyl ether (50 mL) and added to Na2S2O3 (11.29 g, 71.44 mmol) dissolved in a saturated solution of aqueous NaHCO3 (100 mL). The milky white mixture was stirred until both layers were homogeneous. The phases were separated and the organic extract was dried (MgSO4) and filtered to give a solution of (2R)-4,4,4-trifluoro-2-methylbutanal which was used in the next step without removal of solvents.

Aufarbeitung

  1. stirringThe milky white mixture was stirred until both layers
  2. customThe phases were separated
  3. extractionthe organic extract
  4. dry with materialwas dried (MgSO4)
  5. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-ee07f5508d2045a785524f1c073e86a4
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07547725B2

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