Triethylamine → 2,6-Dimethyl-3-(2-chloroethyl)-5,6-dihydro-1,4-oxathiin

HRID 620805

Reaktionsgleichung

Reaktionsgleichung von HRID 620805
Cl[CH:2]([CH2:6][CH2:7][Cl:8])[C:3](=[O:5])[CH3:4].[SH:9][CH2:10][CH:11](O)[CH3:12].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:4][C:3]1[O:5][CH:11]([CH3:12])[CH2:10][S:9][C:2]=1[CH2:6][CH2:7][Cl:8]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 940323,5-Dichloropentan-2-oneHCID 1025451-Mercapto-2-propanol

Produkt 1

HCID 145517072,6-Dimethyl-3-(2-chloroethyl)-5,6-dihydro-1,4-oxathiinAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 0.1 mole (15.4 g.) 3,5-dichloro-2-pentanone, and 0.1 mole (9.2 g.) 1-mercapto-2-propanol was stirred in 100 ml toluene; 0.1 mole (10.4 g.) triethylamine was added dropwise. The mixture was stirred at room temperature overnight, then washed with dilute hydrochloric acid and reluxed with 0.5 g. PTSA, using a Dean-Stark trap to remove water for about 7 hours. The PTSA solution was washed with sodium bicarbonate, dried over magnesium sulfate and the solvent was removed. The product was distilled; bp 80°-82°/0.1 mm. Yield 47%.

Aufarbeitung

  1. washwashed with dilute hydrochloric acid and reluxed with 0.5 g
  2. customto remove water for about 7 hours
  3. washThe PTSA solution was washed with sodium bicarbonate
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent was removed
  6. distillationThe product was distilled

Quellen und Nachweise

ORD-Eintrag
ord-a365ace1836d41c4a549625275e951ff
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04822813

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