Sulfuric Acid → (2,2,2-trifluoroethoxy)acetic acid

HRID 258320Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 258320
[F:1][C:2]([F:11])([F:10])[CH2:3][O:4][CH2:5][C:6]([O:8]C)=[O:7].[OH-].[Na+].S(=O)(=O)(O)O>CO.CCOCC>[F:1][C:2]([F:11])([F:10])[CH2:3][O:4][CH2:5][C:6]([OH:8])=[O:7]

Komponenten

6

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of methyl 2-(2,2,2-trifluoroethoxy)acetate (8.26 g, 47.98 mmol) and methanol (16 mL) was added sodium hydroxide (1.92 g, 47.98 mmol) in methanol (16 mL). After stirring for 18 hours, the reaction was concentrated and ether (170 mL) was added. The mixture was cooled to 0° C. and concentrated sulfuric acid (2.15 g, 43.9 mmol) in ether (7.5 mL) was slowly added. The resulting mixture was stirred for 18 hours, filtered and concentrated to give the title compound as a colorless oil (7.15 g, 94%), MS(CI): 159(M+H); H-NMR (300 MHz, DMSO-d6): 4.14(q, J=9.3 Hz, 2H), 4.21(s, 2H), 12.92(s, 1H).

Aufarbeitung

  1. concentrationthe reaction was concentrated
  2. additionether (170 mL) was added
  3. stirringThe resulting mixture was stirred for 18 hours
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-302d094745d640789173e56fca20b9cb
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05266570

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