4-Aminotetrahydro-2H-pyran-4-carboxylic acid hydrochloride → (4-Aminooxan-4-yl)methanol

HRID 2059775

Reaktionsgleichung

Reaktionsgleichung von HRID 2059775
[H-].[H-].[H-].[H-].[Li+].[Al+3].Cl.[NH2:8][C:9]1([C:15](O)=[O:16])[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1>C1COCC1>[NH2:8][C:9]1([CH2:15][OH:16])[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1

Komponenten

4

Edukt 2

HCID 27344004-Aminotetrahydro-2H-pyran-4-carboxylic acid hydrochlorideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 18316484(4-Aminooxan-4-yl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(4-Amino-tetrahydropyran-4-yl)-methanol is prepared by adding LAH (99%, 1.2 g), portionwise, to a stirred mixture of 4-aminotetrahydropyran-4-carboxylic acid hydrochloride (2.0 g, 11.0 mmol) in THF (30 mL) at 0° C. Upon completion of addition, the reaction mixture is warmed to room temperature and stirred for 1 hour. The reaction mixture is cooled to 0° C. and cautiously quenched by the portionwise addition of Na2SO4.10H2O (4 g). The reaction mixture is diluted with ethyl acetate, warmed to room temperature, and filtered through Celite to give the desired product.

Aufarbeitung

  1. custom(4-Amino-tetrahydropyran-4-yl)-methanol is prepared
  2. additionUpon completion of addition
  3. temperatureThe reaction mixture is cooled to 0° C.
  4. customcautiously quenched by the portionwise addition of Na2SO4.10H2O (4 g)
  5. additionThe reaction mixture is diluted with ethyl acetate
  6. temperaturewarmed to room temperature
  7. filtrationfiltered through Celite

Quellen und Nachweise

ORD-Eintrag
ord-81dc67934e4448a5b7b563d5fa75a2b6
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08278314B2

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