Tetrabutylammonium Fluoride → 1-(2-Hydroxyethyl)-2,5-dimethoxy-3,6-bis(methoxymethoxy)benzene

HRID 1588135Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1588135
[Si]([O:8][CH2:9][CH2:10][C:11]1[C:16]([O:17][CH2:18][O:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=[C:13]([O:23][CH2:24][O:25][CH3:26])[C:12]=1[O:27][CH3:28])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[OH:8][CH2:9][CH2:10][C:11]1[C:16]([O:17][CH2:18][O:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=[C:13]([O:23][CH2:24][O:25][CH3:26])[C:12]=1[O:27][CH3:28]

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 197572472-[2,5-Dimethoxy-3,6-bis(methoxymethoxy)phenyl]ethyl tert-butyldimethylsilyl ether

Produkt 1

HCID 137145691-(2-Hydroxyethyl)-2,5-dimethoxy-3,6-bis(methoxymethoxy)benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

15.0 Milligrams of 2-[2,5-dimethoxy-3,6-bis(methoxymethoxy)phenyl]ethyl tert-butyldimethylsilyl ether was dissolved in 2 ml of anhydrous tetrahydrofuran, under argon gas stream conditions, 0.1 ml of tetrahydrofuran solution of 1 mole of tetra-n-butylammonium fluoride was added thereto and stirred for 30 minutes, the reaction of removal of the protecting group was completed quantitatively. The solvent was removed by evaporation under reduced pressure, and the residue obtained was treated on a silica gel thin layer chromatography and purified by developing with 30% ethyl acetate-n-hexane to yield 9.0 mg of 1-(2-hydroxyethyl)-2,5-dimethoxy-3,6-bis(methoxymethoxy)benzene.

Aufarbeitung

  1. additionwas added
  2. customthe reaction of removal of the protecting group
  3. customThe solvent was removed by evaporation under reduced pressure
  4. customthe residue obtained
  5. additionwas treated on a silica gel thin layer chromatography
  6. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-cfbe83558bc4444ba32710253b9d5b76
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05220042

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