Water → 3-Benzylamino-3-methyl-butan-1-ol

HRID 561119

Reaktionsgleichung

Reaktionsgleichung von HRID 561119
[CH2:1]([NH:8][C:9]([CH3:17])([CH3:16])[CH2:10][C:11](OCC)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O>C1COCC1.C(OCC)(=O)C>[CH2:1]([NH:8][C:9]([CH3:17])([CH3:16])[CH2:10][CH2:11][OH:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 288946Ethyl 3-(benzylamino)-3-methylbutanoateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 219317683-Benzylamino-3-methyl-butan-1-olAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of ethyl 3-benzylamino-3-methylbutyrate (7.35 g, 31.2 mmol) in THF (150 mL) was added LiAlH4 (2.40 g, 63.2 mmol) portionwise at 0° C. for 0.5 h, and the mixture was stirred at room temperature for 5 h. The mixture was cooled on iced-water bath, then dropped a little water. The mixture was diluted with ethyl acetate, then dried over anhydrous Na2SO4, filtered, and then concentrated in vacuo. Flash chromatography (EtOAc:MeOH=5:1) of the residue gave 3-benzylamino-3-methyl-1-butanol as a pale yellow oil (3.91 g, 65%).

Aufarbeitung

  1. temperatureThe mixture was cooled on iced-water bath
  2. dry with materialdried over anhydrous Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c0dbf11822d84f2289238bb328ca484f
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063221B2

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