Lithium Hydroxide → 5-[4-[1,1,1,3,3,3-Hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyloxy]pentan-2-ol

HRID 1919771Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1919771
[OH-].[Li+].C([O:6][CH:7]([CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([O:28][CH2:29][O:30][CH3:31])([C:24]([F:27])([F:26])[F:25])[C:20]([F:23])([F:22])[F:21])=[CH:15][C:14]=1[CH2:32][CH2:33][CH3:34])[CH3:8])(=O)C>CO>[F:21][C:20]([F:22])([F:23])[C:19]([C:16]1[CH:17]=[CH:18][C:13]([O:12][CH2:11][CH2:10][CH2:9][CH:7]([OH:6])[CH3:8])=[C:14]([CH2:32][CH2:33][CH3:34])[CH:15]=1)([O:28][CH2:29][O:30][CH3:31])[C:24]([F:25])([F:27])[F:26]

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 592351335-[4-[1,1,1,3,3,3-Hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyloxy]pent-2-yl acetate

Produkt 1

HCID 592350345-[4-[1,1,1,3,3,3-Hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyloxy]pentan-2-olAusbeute 93,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A 2 mol/L Lithium hydroxide solution (2 mL) was added to a mixed solution of 5-[4-[1,1,1,3,3,3-hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyloxy]pent-2-yl acetate (80.4 mg, 169 μmol) in methanol (1.5 mL) at room temperature, followed by heating at an external temperature of 60° C. in an oil bath overnight. After completion of the reaction, methanol was evaporated under reduced pressure. The pH was adjusted to 7 by adding 4 mol/L hydrochloric acid (2 mL) to the residue. After extraction with chloroform-water, the organic layer was washed with a saturated sodium chloride solution and dried over sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. 68.1 mg of the title compound (yield: 93%) was obtained as a colorless oil.

Aufarbeitung

  1. customwas evaporated under reduced pressure
  2. additionby adding 4 mol/L hydrochloric acid (2 mL) to the residue
  3. extractionAfter extraction with chloroform-water
  4. washthe organic layer was washed with a saturated sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. filtrationAfter filtration
  7. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-243e2e93a5bf448ea8f5dd45ebf866c0
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08168666B2

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