StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Sodium Carbonate → 4-Nitrobenzyl 2-(4-allylthio-3-ethylazetidin-2-on-1-yl)acetate

HRID 1381207
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1381207
[CH2:1]([S:4][CH:5]1[N:8]([CH2:9][C:10]([OH:12])=[O:11])[C:7](=[O:13])[CH:6]1[CH2:14][CH3:15])[CH:2]=[CH2:3].C(=O)([O-])[O-].[Na+].[Na+].[N+:22]([C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1)([O-:24])=[O:23]>CC(N(C)C)=O>[CH2:1]([S:4][CH:5]1[N:8]([CH2:9][C:10]([O:12][CH2:29][C:28]2[CH:31]=[CH:32][C:25]([N+:22]([O-:24])=[O:23])=[CH:26][CH:27]=2)=[O:11])[C:7](=[O:13])[CH:6]1[CH2:14][CH3:15])[CH:2]=[CH2:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 660114-Nitrobenzyl bromideHCID 13106496(4-Allylthio-3-ethylazetidin-2-on-1-yl)acetic acid

Produkt 1

HCID 131064974-Nitrobenzyl 2-(4-allylthio-3-ethylazetidin-2-on-1-yl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A mixture of 2.5 g of 2-(4-allylthio-3-ethylazetidin-2-on-1-yl)acetic acid, 8 ml of dimethylacetamide and 636 mg of anhydrous sodium carbonate was stirred under argon for 20 minutes, and then 2.59 g of 4-nitrobenzyl bromide were added. After 30 minutes further stirring, the mixture was partitioned between ethyl acetate and water. The organic layer was separated and was washed with saturated sodium bicarbonate, with water, with brine, was dried over MgSO4, and was evaporated in vacuo to dryness. Chromatography over silica gel, eluting with hexane-ethyl acetate mixtures, afforded the title compound as a pale yellow oil. (3.0 g)

Aufarbeitung

  1. stirringAfter 30 minutes further stirring
  2. customthe mixture was partitioned between ethyl acetate and water
  3. customThe organic layer was separated
  4. washwas washed with saturated sodium bicarbonate, with water, with brine
  5. dry with materialwas dried over MgSO4
  6. customwas evaporated in vacuo to dryness
  7. washChromatography over silica gel, eluting with hexane-ethyl acetate mixtures

Quellen und Nachweise

ORD-Eintrag
ord-f794fd8c59fe4307b63103be382d11ff
Quelldatensatz
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04585767

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion