Ammonium Hydroxide → 4-(Aminomethyl)oxan-4-ol

HRID 271295

Reaktionsgleichung

Reaktionsgleichung von HRID 271295
[O:1]1[C:3]2([CH2:8][CH2:7][O:6][CH2:5][CH2:4]2)[CH2:2]1.[NH4+:9].[OH-]>CO>[NH2:9][CH2:2][C:3]1([OH:1])[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1

Komponenten

4

Edukt 2

HCID 14923Ammonium HydroxideHCID 1604391,6-Dioxaspiro[2.5]octane2×

Produkt 1

HCID 436087544-(Aminomethyl)oxan-4-olAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

4-Aminomethyl-tetrahydro-pyran-4-ol is prepared from 1,6-dioxa-spiro[2.5]octane. A MeOH (3.5 mL) solution of 1,6-dioxa-spiro[2.5]octane (0.19 g, 1.7 mmol) is added to concentrated aqueous NH4OH (4.3 mL) at 0° C. The reaction mixture is warmed to room temperature and stirred for 16 hours. The reaction mixture is concentrated under reduced pressure and purified by column chromatography (10% MeOH, 2% Et3N in DCM) to afford 90 mg (41%) of the desired product as a white solid.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. custompurified by column chromatography (10% MeOH, 2% Et3N in DCM)

Quellen und Nachweise

ORD-Eintrag
ord-567b4bd2d8b54962a35216971f430169
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07452895B2

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