Divinyl sulfone → 4-(3-Hydroxypropyl)thiomorpholine 1,1-Dioxide

Reaktionsgleichung

[NH2:1][CH2:2][CH2:3][CH2:4][OH:5].[CH:6]([S:8]([CH:11]=[CH2:12])(=[O:10])=[O:9])=[CH2:7]>>[O:9]=[S:8]1(=[O:10])[CH2:11][CH2:12][N:1]([CH2:2][CH2:3][CH2:4][OH:5])[CH2:7][CH2:6]1

Komponenten

Edukt 2

HCID 6496Divinyl sulfone

HCID 90863-Amino-1-propanol

Produkt 1

HCID 114354734-(3-Hydroxypropyl)thiomorpholine 1,1-DioxideAusbeute 90 %

Reaktionsbedingungen

Temperatur: 110 °C

Versuchsvorschrift

A mixture of 3-amino-1-propanol (650 μl, 8.4 mmol) and vinyl sulphone (1 g, 8.4 mmol) was heated at 110° C. for 45 minutes. The mixture was allowed to cool and was purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 3-(1,1-dioxothiomorpholino)-1-propanol (800 mg, 90%).

Aufarbeitung

temperatureto cool
customwas purified by column chromatography
washeluting with methylene chloride/methanol (95/5)

Quellen und Nachweise

ORD-Eintrag: ord-792282f4cc3347129e555ff455a202f4
Quelldatensatz: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08492560B2

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