Tetrabutylammonium Fluoride → 4-(3-Methylisoxazol-5-yl)butan-1-ol

HRID 1458352Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1458352
[Si]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[O:17][N:16]=[C:15]([CH3:18])[CH:14]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH3:18][C:15]1[CH:14]=[C:13]([CH2:12][CH2:11][CH2:10][CH2:9][OH:8])[O:17][N:16]=1

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 221009045-[4-(Tert-butyldirnethylsilanyloxy)butyl]-3-methylisoxazole

Produkt 1

HCID 221009164-(3-Methylisoxazol-5-yl)butan-1-olAusbeute 72,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 5-[4-(tert-butyldirnethylsilanyloxy)butyl]-3-methylisoxazole (350 mg in 5 mL dry tetrahydrofuran) at 0° C. was added 1.62 mL of a 1M solution of tetrabutylammonium fluoride in tetrahydrofuran and the mixture stirred while warming to room temperature. After 16 hours, the mixture was concentrated in vacuo and the residue purified by flash chromatography on silica gel (ethyl acetate:hexane, 1:3, then 1:1) to give the title compound (147 mg).

Aufarbeitung

  1. concentrationthe mixture was concentrated in vacuo
  2. customthe residue purified by flash chromatography on silica gel (ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-a5ce27bcc5534cc5b3eedb0f54a1e2cf
Quelldatensatz
uspto-grants-1998_12
Patentnummer
US05849764

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