Benzene → 2-(2,3,5,6-Tetramethylbenzyl)aminoheptane

HRID 1106234

Reaktionsgleichung

Reaktionsgleichung von HRID 1106234
[CH3:1][C:2]1[C:9]([CH3:10])=[CH:8][C:7]([CH3:11])=[C:6]([CH3:12])[C:3]=1[CH2:4]Cl.[NH2:13][CH:14]([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH3:15].C1C=CC=CC=1.[OH-].[Na+]>CO>[CH3:1][C:2]1[C:9]([CH3:10])=[CH:8][C:7]([CH3:11])=[C:6]([CH3:12])[C:3]=1[CH2:4][NH:13][CH:14]([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH3:15]

Komponenten

6

Edukt 4

HCID 241BenzeneHCID 56032-AminoheptaneHCID 14798Sodium HydroxideHCID 819393-(Chloromethyl)-1,2,4,5-tetramethylbenzene

Produkt 1

HCID 205536952-(2,3,5,6-Tetramethylbenzyl)aminoheptane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

36.5 g (0.2 mol) of 2,3,5,6-tetramethylbenzyl chloride, 46.0 g (0.4 mol) of 2-aminoheptane and 100 ml of benzene are refluxed for 2 hours. The solvent is then removed in vacuo. A solution of 8 g (0.2 mol) of sodium hydroxide in methanol is then added to the residue to liberate the free base. The reaction product is separated from the precipitated sodium chloride by means of a suction filter, and the excess of 2-aminoheptane is removed by vacuum distillation. The 2-(2,3,5,6-tetramethylbenzyl)aminoheptane obtained is then treated with ethereal hydrochloric acid to convert it into the hydrochloride which is recrystallised from methanol/ethyl acetate. The melting point of the hydrochloride is 155° C.

Aufarbeitung

  1. customThe solvent is then removed in vacuo
  2. customThe reaction product is separated from the precipitated sodium chloride by means of a suction
  3. filtrationfilter
  4. customthe excess of 2-aminoheptane is removed by vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-9389f15663104cc3b8a3af975bde95be
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04312861

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