Water → 2-[Bis(4-methoxymethoxyphenyl)methyl]benzyl alcohol

HRID 1196168Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1196168
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH2:31][O:32][CH3:33])=[CH:26][CH:25]=2)[C:12]2[CH:23]=[CH:22][CH:21]=[CH:20][C:13]=2[C:14](OCOC)=[O:15])=[CH:7][CH:6]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:33][O:32][CH2:31][O:30][C:27]1[CH:26]=[CH:25][C:24]([CH:11]([C:8]2[CH:7]=[CH:6][C:5]([O:4][CH2:3][O:2][CH3:1])=[CH:10][CH:9]=2)[C:12]2[CH:23]=[CH:22][CH:21]=[CH:20][C:13]=2[CH2:14][OH:15])=[CH:29][CH:28]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 19938166Methoxymethyl 2-[bis(4-methoxymethoxyphenyl)methyl]benzoateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 539143042-[Bis(4-methoxymethoxyphenyl)methyl]benzyl alcoholAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In 500 ml of tetrahydrofuran was dissolved 74 g of methoxymethyl 2-[bis(4-methoxymethoxyphenyl)methyl]benzoate obtained by Reference Example 3. The solution was ice-cooled, 10 g of lithium aluminum hydride was added thereto, and the mixture was stirred for 10 minutes. The reaction mixture was stirred for additional 30 minutes at room temperature, and ice cooled, and then 10 ml of water, 10 ml of aqueous 15% sodium hydroxide and 30 ml of water were added thereto in order. The mixture was filtered by use of a filter aid and then concentrated under reduced pressure to afford 53.54 g of the desired compound as an oily matter.

Aufarbeitung

  1. customobtained by Reference Example 3
  2. temperaturecooled
  3. stirringThe reaction mixture was stirred for additional 30 minutes at room temperature
  4. temperatureice cooled
  5. filtrationThe mixture was filtered by use of a filter aid
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-816e962ea96e4a009d0b07174d96a87a
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05112867

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