4-(2,3-Dihydrobenzofuran-7-yl)-4-methyl-2-(trifluoromethyl)pentane-1,2-diol → 4-(2,3-Dihydrobenzofur-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanone

HRID 2387297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2387297
[O:1]1[C:5]2[C:6]([C:10]([CH3:21])([CH3:20])[CH2:11][C:12]([C:16]([F:19])([F:18])[F:17])([OH:15])CO)=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1>CO>[O:1]1[C:5]2[C:6]([C:10]([CH3:21])([CH3:20])[CH2:11][C:12](=[O:15])[C:16]([F:18])([F:19])[F:17])=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1

Komponenten

3

Edukt 1

HCID 469394814-(2,3-Dihydrobenzofuran-7-yl)-4-methyl-2-(trifluoromethyl)pentane-1,2-diol

Produkt 1

HCID 469392134-(2,3-Dihydrobenzofur-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanoneAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 4-(2,3-dihydrobenzofuran-7-yl)-4-methyl-2-trifluoromethylpentane-1,2-diol (24.0 g, 78.9 mmol) and NaIO4 (84.3 g, 394 mmol) in 360 mL of methanol was stirred at room temperature overnight. The resulting mixture was filtered through pad of CELITE® filter aid and the filter cake was washed with three 100 mL portions of methanol. The filtrate was concentrated in vacuo, taken up in hexanes, filtered again, and concentrated in vacuo to give 21.4 g of 4-(2,3-dihydrobenzofuran-7-yl)-1,1,1-trifluoro-4-methylpentan-2-one as colorless oil (100%), which was used without purification.

Aufarbeitung

  1. filtrationThe resulting mixture was filtered through pad of CELITE®
  2. filtrationfilter aid
  3. washthe filter cake was washed with three 100 mL portions of methanol
  4. concentrationThe filtrate was concentrated in vacuo
  5. filtrationfiltered again
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2951309de4764d7b98d9222e5fbaa84e
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268859B2

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