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2-Methylbenzenesulfonic acid → HCID 20551711, Verbindung

HRID 1446957
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1446957
[CH3:1][O:2][CH:3]([O:10][CH3:11])[CH2:4][NH:5][C:6](=[O:9])[CH2:7][Cl:8].[CH2:12](O)CCO.C1(C)C(S(O)(=O)=O)=CC=CC=1>C(OCC)C>[O:10]1[CH2:11][CH2:12][CH2:1][O:2][CH:3]1[CH2:4][NH:5][C:6](=[O:9])[CH2:7][Cl:8]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 69252-Methylbenzenesulfonic acidHCID 104421,3-PropanediolHCID 193700222-Chloro-N-(2,2-dimethoxyethyl)acetamide

Produkt 1

HCID 20551711HCID 20551711, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

N-(2,2-Dimethoxyethyl)-2-chloroacetamide (18.2 grams; 0.1 mole), 1,3-propanediol (7.61 grams; 0.1 mole) and 10 drops of a solution of 1 gram of toluenesulfonic acid in 100 ml of diethyl ether were charged into a glass reaction vessel fitted with a mechanical stirrer, thermometer, distillation head and condenser. The mixture was stirred and heated at about 120° C. for a period of about 1 hour while byproduct methanol was distilled off. The mixture was cooled to room temperature, sodium carbonate (2 grams) was added, and the slurry stirred for a period of about 1 hour. The slurry was filtered and the filtrate was stripped of solvent by mild warming under reduced pressure to yield the desired product N-(1,3-dioxan-2-ylmethyl)-2-chloracetamide as a residue.

Aufarbeitung

  1. customfitted with a mechanical stirrer
  2. distillationthermometer, distillation head and condenser
  3. distillationwas distilled off
  4. temperatureThe mixture was cooled to room temperature
  5. additionsodium carbonate (2 grams) was added
  6. stirringthe slurry stirred for a period of about 1 hour
  7. filtrationThe slurry was filtered
  8. temperatureby mild warming under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4a4dd4ba6c164ea1a20c12111b79d810
Quelldatensatz
uspto-grants-1982_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04314840

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