Hydrochloric Acid → N-(3-Chloro-2-hydroxypropyl)acetamide

HRID 1701179Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1701179
C(Cl)(=[O:3])C.[C:5]1([CH:11]2[NH:15][CH2:14][CH:13]([CH2:16][Cl:17])[O:12]2)C=CC=CC=1.Cl>C(Cl)(Cl)Cl.N1C=CC=CC=1>[C:11]([NH:15][CH2:14][CH:13]([OH:12])[CH2:16][Cl:17])(=[O:3])[CH3:5]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 2707015-(Chloromethyl)-2-phenyl-1,3-oxazolidine

Produkt 1

HCID 11286567N-(3-Chloro-2-hydroxypropyl)acetamideAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

15.7 g of acetylchloride are added dropwise to a solution of 39.5 g of 2-phenyl-5-chloromethyloxazolidine in a mixture of 150 ml of chloroform and 16 ml of pyridine at a temperature of -40° C. under agitation. The solution is allowed to warm up to room temperature. After a reaction period of 14 hours, 100 ml of concentrated hydrochloric acid are added. After thoroughly mixing, the aqueous phase is separated and diluted with water to twice its volume and then is saturated with sodium chloride. By extracting the aqueous phase with methylene chloride, drying the methylene-chloride-extract and evaporating the solvent, 19.7 g of N-acetyl-3-chloro-1-aminopropan-2-ol is obtained as an oil which can be used in the following reaction without any purification.

Aufarbeitung

  1. additionare added
  2. additionAfter thoroughly mixing
  3. customthe aqueous phase is separated
  4. additiondiluted with water to twice its volume
  5. extractionBy extracting the aqueous phase with methylene chloride
  6. dry with materialdrying the methylene-chloride-
  7. extractionextract
  8. customevaporating the solvent

Quellen und Nachweise

ORD-Eintrag
ord-1bbb07493aa24741b8008d8d84c06484
Quelldatensatz
uspto-grants-1980_03
Patentnummer
US04191770

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