Aluminum;lithium → 4-(5-Fluoro-2-methoxyphenyl)-2-methoxymethoxy-4-methyl-2-trifluoromethylpentan-1-ol

HRID 916012Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 916012
C([O:3][C:4](=O)[C:5]([O:23][CH2:24][O:25][CH3:26])([C:19]([F:22])([F:21])[F:20])[CH2:6][C:7]([C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[O:17][CH3:18])([CH3:9])[CH3:8])C.[Al].[Li]>C1COCC1>[F:16][C:14]1[CH:13]=[CH:12][C:11]([O:17][CH3:18])=[C:10]([C:7]([CH3:8])([CH3:9])[CH2:6][C:5]([O:23][CH2:24][O:25][CH3:26])([C:19]([F:22])([F:21])[F:20])[CH2:4][OH:3])[CH:15]=1

Komponenten

4

Edukt 2

HCID 16211445Aluminum;lithiumHCID 58959974HCID 58959974, Verbindung

Produkt 1

HCID 589599234-(5-Fluoro-2-methoxyphenyl)-2-methoxymethoxy-4-methyl-2-trifluoromethylpentan-1-olAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a chilled (ice-water bath) solution of the 3.47 g (8.75 mmol) of the above 4-(5-fluoro-2-methoxyphenyl)-2-methoxymethoxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester in 50 mL of anhydrous THF, 1.09 g (28.88 mmol) of lithium aluminum was added in several portions. After 3 hours, the mixture was cautiously quenched (dropwise) with water (total: 8 mL), diluted with 100 mL of EtOAc, dried over magnesium sulfate, filtered, concentrated in vacuo, and dried at 75° C. under high vacuum to afford 3.1 g (100%) of 4-(5-fluoro-2-methoxyphenyl)-2-methoxymethoxy-4-methyl-2-trifluoromethylpentan-1-ol as a clear oil which was used without further purification.

Aufarbeitung

  1. additionwas added in several portions
  2. customthe mixture was cautiously quenched (dropwise) with water (total: 8 mL)
  3. additiondiluted with 100 mL of EtOAc
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customdried at 75° C. under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c33407385c0e4b19973167319346f9b1
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07268152B2

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