Methanesulfonic Acid → Methanesulfonic acid--(3R)-3-aminopentanenitrile (1/1)

HRID 1359510

Reaktionsgleichung

Reaktionsgleichung von HRID 1359510
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].C(OC(=O)[NH:12][CH:13]([CH2:16][C:17]#[N:18])[CH2:14][CH3:15])(C)(C)C>O1CCCC1>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[NH2:12][C@H:13]([CH2:14][CH3:15])[CH2:16][C:17]#[N:18]

Komponenten

4

Edukt 2

HCID 6395Methanesulfonic AcidHCID 21629520tert-butyl N-(1-cyanobutan-2-yl)carbamate

Produkt 1

HCID 57350099Methanesulfonic acid--(3R)-3-aminopentanenitrile (1/1)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

Methane sulfonic acid (71 g) was added to a solution of (1-cyanomethyl-propyl)-carbamic acid tert-butyl ester in tetrahydrofuran (530 mL). The reaction mixture was heated to 40° C. for approximately 30 minutes. The temperature was raised to 45° C. and stirred for approximately one hour. The temperature was raised again to 65° C. and the reaction mixture was stirred for five hours. The mixture was allowed to cool to ambient temperature. The resulting solids were isolated by filtration to afford the title compound (41.53 g).

Aufarbeitung

  1. temperatureThe temperature was raised to 45° C.
  2. temperatureThe temperature was raised again to 65° C.
  3. stirringthe reaction mixture was stirred for five hours
  4. temperatureto cool to ambient temperature
  5. customThe resulting solids were isolated by filtration

Quellen und Nachweise

ORD-Eintrag
ord-dd6e34151c6341c88eb727f510dd9af7
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06600045B2

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