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Hydrochloric Acid → 2-(Phenylsulfanyl)ethyl nitroacetate

HRID 259298
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 259298
[C:1]1([S:7][CH2:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[N+:12]([CH2:15][C:16]([O-])=[O:17])([O-:14])=[O:13]>ClCCl>[N+:12]([CH2:15][C:16]([O:10][CH2:9][CH2:8][S:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:17])([O-:14])=[O:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric Acid2×HCID 43580NitroacetateHCID 696852-(Phenylthio)ethanol

Produkt 1

HCID 214241702-(Phenylsulfanyl)ethyl nitroacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

This compound was prepared according to a known process (British Pat. No. 835,521 Spec.). Namely, a solution of β-phenylthioethylalcohol (50g) in dichloromethane (15ml) was saturated with dry hydrogen chloride at 0° C. and to the resulting solution was added, in three portions, dipottassium nitroacetate (27.5g). During the addition, hydrogen chloride was passed into the well stirred mixture while the temperature was allowed to rise to 10° C. Then the gas supply was stopped and the reaction mixture was stirred for 4 hours at less than 10° C. After stirring for 20 hours at 0° C., excess β-phenylthioethyl-alcohol was removed under reduced pressure and the remaining solution was kept to cool, the crystals precipitated was washed with water and then with n-hexane, giving β-phenylthioethyl nitroacetate (11.1g), m.p. 22.0°-24.0° C..

Aufarbeitung

  1. customThis compound was prepared
  2. customto rise to 10° C
  3. stirringthe reaction mixture was stirred for 4 hours at less than 10° C
  4. stirringAfter stirring for 20 hours at 0° C.
  5. customexcess β-phenylthioethyl-alcohol was removed under reduced pressure
  6. temperatureto cool
  7. customthe crystals precipitated
  8. washwas washed with water

Quellen und Nachweise

ORD-Eintrag
ord-4895b88eeaa04b3492b1e54d4b3e7ddb
Quelldatensatz
uspto-grants-1977_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04036984

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