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Methanol → Methyl 1-(methylamino)cyclopropanecarboxylate hydrochloride

HRID 2248954
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2248954
S(Cl)([Cl:3])=O.[CH3:5][NH:6][C:7]1([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]1.[CH3:13]O>>[ClH:3].[CH3:5][NH:6][C:7]1([C:10]([O:12][CH3:13])=[O:11])[CH2:9][CH2:8]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 3861971-(Methylamino)cyclopropane-1-carboxylic acid

Produkt 1

HCID 19995335Methyl 1-(methylamino)cyclopropanecarboxylate hydrochlorideAusbeute 86,6 %

Versuchsvorschrift

86.5 g (1.2 mol) of thionyl chloride were added dropwise to 300 ml of methanol at -10° C., and thereafter 36.9 g (0.32 mol) of 1-methylamino-cyclopropane-1-carboxylic acid were introduced in portions. Stirring was carried out for 5 hours at room temperature, and the mixture was allowed to stand overnight. The mixture was worked up by filtering it, evaporating down the filtrate in vacuo and heating the residue together with 7 g of active carbon for 10 minutes in methanol. After filtration and evaporation, 45.9 g (86.6% of theory) of methyl 1-methylamino-cyclopropane-1-carboxylate hydrochloride were obtained as a yellowish viscous oil of refractive index nD23.5 : 1.4798.

Aufarbeitung

  1. waitto stand overnight
  2. filtrationby filtering it
  3. customevaporating down the filtrate in vacuo
  4. temperatureheating the residue together with 7 g of active carbon for 10 minutes in methanol
  5. filtrationAfter filtration and evaporation

Quellen und Nachweise

ORD-Eintrag
ord-4c92e9f41b4d4213b43a084e94c35d08
Quelldatensatz
uspto-grants-1991_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05041612

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