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Cesium carbonate → Methyl 4-chloro-3-cyclopropylmethylthio-2-methylbenzoate

HRID 548591
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 548591
C(=O)([O-])[O-].[Cs+].[Cs+].[Cl:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[C:10]([CH3:18])[C:9]=1[SH:19].[CH:20]1([CH2:23]Br)[CH2:22][CH2:21]1>C(#N)C>[Cl:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[C:10]([CH3:18])[C:9]=1[S:19][CH2:23][CH:20]1[CH2:22][CH2:21]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 81503BromomethylcyclopropaneHCID 67158973Methyl 4-chloro-3-mercapto-2-methylbenzoate

Produkt 1

HCID 67158113Methyl 4-chloro-3-cyclopropylmethylthio-2-methylbenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1.66 g (5.09 mmol) of cesium carbonate in 20 ml of acetonitrile were added to 1.05 g (4.85 mmol) of methyl 4-chloro-3-mercapto-2-methylbenzoate. 687 mg (5.09 mmol) of cyclopropylmethyl bromide were slowly added dropwise, and the reaction mixture was stirred at RT for 16 h. For work-up, the solvent was removed, and water was added to the residue. The mixture was extracted three times with ethyl acetate, the combined organic phases were dried and filtered and the solvent was removed. What was isolated were 1.2 g of pure product.

Aufarbeitung

  1. customFor work-up, the solvent was removed
  2. additionwater was added to the residue
  3. extractionThe mixture was extracted three times with ethyl acetate
  4. customthe combined organic phases were dried
  5. filtrationfiltered
  6. customthe solvent was removed
  7. customWhat was isolated

Quellen und Nachweise

ORD-Eintrag
ord-8ebbb95c94ea4562a6fc248714bd1edf
Quelldatensatz
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07943551B2

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