Tetrabutylammonium Fluoride → 4-(4-(4-Chlorophenyl)-1-hydroxybutyl)phenol

HRID 2253751Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2253751
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][Si](C(C)(C)C)(C3C=CC=CC=3)C3C=CC=CC=3)=[CH:15][CH:14]=2)[OH:12])=[CH:4][CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1.C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH:11]([C:13]2[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=2)[OH:12])=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 538578064-(4-Chlorophenyl)-1-(4-t-butyldiphenylsiloxy phenyl)butanol

Produkt 1

HCID 197458724-(4-(4-Chlorophenyl)-1-hydroxybutyl)phenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of silyl alcohol (Step V) (1.2 g) in THF (10 mL) and acetic acid (0.3 mL) was added tetrabutylammonium fluoride (3 mL of 1M solution). The reaction mixture was stirred 2 hrs, quenched with pH 7 buffer, extracted with ethyl acetate and the organic extract dried and evaporated. Flash chromatography using 25% ethyl acetate/hexane afforded the title compound.

Aufarbeitung

  1. customquenched with pH 7 buffer
  2. extractionextracted with ethyl acetate
  3. extractionthe organic extract
  4. customdried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-34d2f6b1aa314a498ed7e136ca26294b
Quelldatensatz
uspto-grants-1993_08
Patentnummer
US05232916

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