Aminoacetaldehyde dimethyl acetal → N-(2-phenylethyl)acetamide

HRID 406930

Reaktionsgleichung

Reaktionsgleichung von HRID 406930
Cl[CH2:2][C:3]([NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4].COC(OC)CN>>[C:8]1([CH2:7][CH2:6][NH:5][C:3](=[O:4])[CH3:2])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

3

Edukt 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 949212-Chloro-N-phenethyl-acetamide

Produkt 1

HCID 70143N-(2-phenylethyl)acetamide

Versuchsvorschrift

Eur. J. Org. Chem. 2008, 895-913 describes a process comprising: a) reacting phenylethylamine with chloroacetyl chloride in presence of sodium bicarbonate to obtain 2-chloro-N-phenethylacetamide, b) treating 2-chloro-N-phenethylacetamide with aminoacetaldehyde dimethylacetal to give 2-[2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide, c) making hydrochloride salt of 2-[(2,2-dimethoxyethyl)amino]-N-(2-phenylethyl)acetamide, and d) cyclising using sulphuric acid to form praziquanamine (i.e.4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquinoline).

Quellen und Nachweise

ORD-Eintrag
ord-be5721302a454280a64257b79db60c2f
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754215B2

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