tert-BUTYL CHLORIDE → 2,2,4,4-Tetramethyl-3-pentanone Imine

HRID 648341Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 648341
[C:1](#[N:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:7](Cl)([CH3:10])([CH3:9])[CH3:8].[Na]>CCCCCC.O1CCCC1.O.CO.ClC1C=CC=CC=1>[C:2]([C:1](=[NH:6])[C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:5])([CH3:4])[CH3:3]

Komponenten

9

Edukt 3

HCID 10486tert-BUTYL CHLORIDEHCID 12416PivalonitrileHCID 5360545Sodium

Produkt 1

HCID 27556322,2,4,4-Tetramethyl-3-pentanone Imine

Reagenzien, Katalysatoren, Lösungsmittel 5

HCID 887MethanolLösungsmittel2×HCID 962WaterLösungsmittelHCID 7964ChlorobenzeneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel2×HCID 8058HexaneLösungsmittel

Versuchsvorschrift

This was prepared by the method of J. Chem. Soc., Perkin I, 2087 (1976); ibid, 1797 (1974). Pivalonitrile (33.2 g.) and t-butyl chloride (44.4 g.) were added under nitrogen to a well stirred suspension of sodium sand (18.4 g.) in a mixture of hexane (80 ml.), tetrahydrofuran (20 ml.) and methanol (1 ml.) over one hour at 15°-20° C. The mixture was stirred three hours, a solution of chlorobenzene (2 g.) in tetrahydrofuran (5 ml.) added dropwise over 10 minutes and stirring continued for one hour. Methanol (20 ml.) was added with caution over 0.5 hr. followed by water until phases separated. The aqueous phase was extracted with ether and the combined organic phases dried and evaporated in vacuo. The residue was distilled to afford di-t-butylketone imine, b.p. 62°-63° C./19 mm.

Aufarbeitung

  1. customThis was prepared by the method of J
  2. stirringThe mixture was stirred three hours
  3. stirringstirring
  4. customseparated
  5. extractionThe aqueous phase was extracted with ether
  6. customthe combined organic phases dried
  7. customevaporated in vacuo
  8. distillationThe residue was distilled

Quellen und Nachweise

ORD-Eintrag
ord-7ff32c0d88e5424eb347aaa61e72687e
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04411925

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