Methanol → Methyl 4,4,4-trifluoro-2-hydroxybutanoate

HRID 1486763Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1486763
S(Cl)(Cl)=O.[F:5][C:6]([F:14])([F:13])[CH2:7][CH:8]([OH:12])[C:9]([OH:11])=[O:10].[CH3:15]O>>[F:5][C:6]([F:14])([F:13])[CH2:7][CH:8]([OH:12])[C:9]([O:11][CH3:15])=[O:10]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 198006174,4,4-Trifluoro-2-hydroxybutanoic acid

Produkt 1

HCID 21600538Methyl 4,4,4-trifluoro-2-hydroxybutanoate

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Thionyl chloride (0.139 ml, 1.90 mmol) was added dropwise to a solution of 12-2 (200 mg, 1.27 mmol) in MeOH (2 ml) at room temperature. After addition was complete, the reaction was heated in a sealed vessel at 70° C. for 2 h. The reaction was cooled to room temperature and concentrated in vacuo. The residue was diluted with 7N NH3/MeOH (3 mL) and filtered to remove insolubles. The filtrate was concentrated to dryness to afford 12-3 as a clear oil.

Aufarbeitung

  1. additionAfter addition
  2. temperatureThe reaction was cooled to room temperature
  3. concentrationconcentrated in vacuo
  4. additionThe residue was diluted with 7N NH3/MeOH (3 mL)
  5. filtrationfiltered
  6. customto remove insolubles
  7. concentrationThe filtrate was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-19cf1507efbc4fac9d15401883d302ed
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09428492B2

Notizen zur Reaktion

Wird geladen…