Water → tert-Butyl 4-(hydroxymethyl)phenethylcarbamate

HRID 1668378Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1668378
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]1[CH:21]=[CH:20][C:14]([C:15](OCC)=[O:16])=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][C:11]1[CH:21]=[CH:20][C:14]([CH2:15][OH:16])=[CH:13][CH:12]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 67360059Ethyl 4-(2-(tert-butoxycarbonylamino)ethyl)benzoate

Produkt 1

HCID 22337080tert-Butyl 4-(hydroxymethyl)phenethylcarbamateAusbeute 110,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of ethyl 4-{2-[(tert-butoxycarbonyl)amino]ethyl}benzoate (4 g) in tetrahydrofuran (30 ml) was added lithium aluminum hydride (0.82 g), and the mixture was stirred at 0° C. for 30 min. Water (3.6 ml) and 1N aqueous sodium hydroxide solution (1 ml) were added to quench the reaction, and the precipitate was filtered off. The filtrate was dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (3.8 g) as a colorless oil.

Aufarbeitung

  1. customto quench
  2. customthe reaction
  3. filtrationthe precipitate was filtered off
  4. dry with materialThe filtrate was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-de4567951caa4cb3ba3d6ee498c63e9d
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989445B2

Notizen zur Reaktion

Wird geladen…