Acetic Acid → 4-(4-(4-Chlorophenyl)-1-hydroxybutyl)phenol

HRID 2253756Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2253756
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.CC([Si](C1C=CC=CC=1)(C1C=CC=CC=1)[O:24][C:25]1[CH:30]=[CH:29][C:28]([CH:31]([OH:42])[CH2:32][CH2:33][CH2:34][C:35]2[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=2)=[CH:27][CH:26]=1)(C)C.CC(O)=O>C1COCC1>[Cl:41][C:38]1[CH:39]=[CH:40][C:35]([CH2:34][CH2:33][CH2:32][CH:31]([C:28]2[CH:27]=[CH:26][C:25]([OH:24])=[CH:30][CH:29]=2)[OH:42])=[CH:36][CH:37]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 2724141Tetrabutylammonium FluorideHCID 538578064-(4-Chlorophenyl)-1-(4-t-butyldiphenylsiloxy phenyl)butanol

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

At 0° C., 1M tetrabutylammonium fluoride (100 mL) was added to a solution of the silyl ether of Step 2 (34 g) and AcOH (15 mL) in THF (200 mL) and the reaction mixture was stirred at 0° C. 2.5 hours. 25% aqueous NH4OAc was then added and the product was extracted with EtOAc, dried over MgSO4 and purified by a swish in EtOAc:hexane 1:2. The title compound so obtained was used as such for the next step.

Aufarbeitung

  1. custom2.5 hours
  2. extractionthe product was extracted with EtOAc
  3. dry with materialdried over MgSO4
  4. custompurified by a swish in EtOAc:hexane 1:2

Quellen und Nachweise

ORD-Eintrag
ord-fd7a1b5326a241b2b75c562504967ad6
Quelldatensatz
uspto-grants-1993_08
Patentnummer
US05232916

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