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Water → (S)-2-(1-Acetylpyrrolidin-2-yl)acetonitrile

HRID 928012
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 928012
[C:1](Cl)(=[O:3])[CH3:2].Cl.[NH:6]1[CH2:10][CH2:9][CH2:8][C@H:7]1[CH2:11][C:12]#[N:13].C(N(CC)CC)C.O>C(Cl)Cl>[C:1]([N:6]1[CH2:10][CH2:9][CH2:8][C@H:7]1[CH2:11][C:12]#[N:13])(=[O:3])[CH3:2]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 86713338(S)-2-(Pyrrolidin-2-yl)acetonitrile hydrochloride2×

Produkt 1

HCID 45085914(S)-2-(1-Acetylpyrrolidin-2-yl)acetonitrileAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Acetyl chloride (8.6 g) was added dropwise to a stirred, cooled solution of ((S)-pyrrolidin-2-yl)acetonitrile hydrochloride (Intermediate 138, 8.0 g) and triethylamine (16.5 g) in DCM (80 mL) while maintaining the temperature at 0° C. The resultant solution was stirred at 0° C. for 30 minutes. Water was added and the layers were separated. The aqueous layer was further extracted with DCM and the combined organic layers were washed with brine, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by HPLC (C18) to give ((S)-1-acetylpyrrolidin-2-yl)acetonitrile (5.0 g) as a light yellow oil which was used directly without further characterisation.

Aufarbeitung

  1. customthe layers were separated
  2. extractionThe aqueous layer was further extracted with DCM
  3. washthe combined organic layers were washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customThe filtrate was evaporated to dryness
  7. customthe residue was purified by HPLC (C18)

Quellen und Nachweise

ORD-Eintrag
ord-52eff4203e034be194c3927d86be1be4
Quelldatensatz
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09290472B2

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