Ethyl 3-aminocyclohexanecarboxylate → (3-Aminocyclohexyl)methanol

HRID 926724

Reaktionsgleichung

Reaktionsgleichung von HRID 926724
[H-].[H-].[H-].[H-].[Li+].[Al+3].[NH2:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14](OCC)=[O:15])[CH2:9]1>C1COCC1>[NH2:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][OH:15])[CH2:9]1

Komponenten

4

Edukt 2

HCID 418531Ethyl 3-aminocyclohexanecarboxylateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 55290182(3-Aminocyclohexyl)methanolAusbeute 82,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
27.5 °C

Versuchsvorschrift

LAH (107 mg, 2.8 mmol) was added portionwise to a solution of ethyl 3-aminocyclohexanecarboxylate (320 mg, 1.87 mmol) in THF (5 mL) at 0° C. and continued stirring at 25-30° C. for 15 h. The reaction mixture was quenched with aqueous saturated sodium sulphate solution, filtered the solid precipitate, washed the solid with THF; the filtrate collected was concentrated under reduced pressure to afford 200 mg of the title compound.

Aufarbeitung

  1. customThe reaction mixture was quenched with aqueous saturated sodium sulphate solution
  2. filtrationfiltered the solid precipitate
  3. washwashed the solid with THF
  4. customthe filtrate collected
  5. concentrationwas concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-36b5b373046f4b008e295452a1e07d8d
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09289419B2

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