Hydrochloric Acid → 2-Amino-6-(4-aminophenyl)-6-methylheptane

HRID 1905823

Reaktionsgleichung

Reaktionsgleichung von HRID 1905823
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl.O[C:11]([CH3:19])([CH3:18])[CH2:12][CH2:13][CH2:14][CH:15]([NH2:17])[CH3:16].[OH-].[Na+]>[Cl-].[Zn+2].[Cl-].O>[NH2:17][CH:15]([CH2:14][CH2:13][CH2:12][C:11]([C:6]1[CH:7]=[CH:8][C:3]([NH2:2])=[CH:4][CH:5]=1)([CH3:19])[CH3:18])[CH3:16]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 10969Heptaminol HydrochlorideHCID 14798Sodium Hydroxide

Produkt 1

HCID 201566692-Amino-6-(4-aminophenyl)-6-methylheptaneAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3007855ZincchlorideKatalysatorHCID 962WaterLösungsmittel3×

Versuchsvorschrift

To a solution of 34 parts of anhydrous zinc chloride in 51 parts of 36& w/w aqueous hydrochloric acid were added 46.5 parts of aniline and 18.2 parts of 6-hydroxy-6-methyl-2-heptylamine hydrochloride. The whole was charged to a 3-necked round bottomed flask fitted with a thermometer, stirrer, and Dean and Stark water separator. The stirred reaction mixture heated by means of an electric heating mantle was raised to a temperature of 185° C. by removal of water (Dean and Stark), and then maintained at this temperature for a further 18 hours. The hot reaction mixture was then poured slowly into a solution of 75 parts sodium hydroxide in 75 parts water and stirred until cool. The organic phase was extracted with ether, washed with water, evaporated and distilled under reduced pressure. After recovering 28 parts of aniline, there was obtained 18 parts of 2-amino-6-(4-aminophenyl)-6-methylheptane b12 192°-199° C. (82% yield based on heptaminol) with the following percentage composition by weight.

Aufarbeitung

  1. additionThe whole was charged to a 3-necked round bottomed flask
  2. customThe stirred reaction mixture
  3. temperatureheated by means of an electric heating mantle
  4. temperaturemaintained at this temperature for a further 18 hours
  5. temperatureuntil cool
  6. extractionThe organic phase was extracted with ether
  7. washwashed with water
  8. customevaporated
  9. distillationdistilled under reduced pressure
  10. customAfter recovering 28 parts of aniline

Quellen und Nachweise

ORD-Eintrag
ord-e0128aba3d9e43c8afd1451ba2df2749
Quelldatensatz
uspto-grants-1987_03
Patentnummer
US04647699

Verknüpfte Notizen

Wird geladen…