Acetic Acid → Dehydroabietylamine acetate

HRID 343474Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 343474
[CH3:1][CH:2]([C:4]1[CH:9]=[CH:8][C:7]2[C@:10]3([CH3:21])[C@@H:15]([CH2:16][CH2:17][C:6]=2[CH:5]=1)[C@@:14]([CH2:19][NH2:20])([CH3:18])[CH2:13][CH2:12][CH2:11]3)[CH3:3].[C:22]([OH:25])(=[O:24])[CH3:23]>C1(C)C=CC=CC=1>[CH3:3][CH:2]([C:4]1[CH:9]=[CH:8][C:7]2[C@:10]3([CH3:21])[C@@H:15]([CH2:16][CH2:17][C:6]=2[CH:5]=1)[C@@:14]([CH2:19][NH2:20])([CH3:18])[CH2:13][CH2:12][CH2:11]3)[CH3:1].[CH3:23][C:22]([OH:25])=[O:24]

Komponenten

4

Edukt 2

HCID 176Acetic AcidHCID 62034Dehydroabietylamine

Produkt 1

HCID 62418Dehydroabietylamine acetateAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

A solution of dehydroabietylamine (60%, 100 g, 0.21 mol) in toluene (170 mL) was treated with a second solution of glacial acetic acid (24 mL) in toluene (55 mL) at room temperature. The mixture was stored at room temperature overnight. The crystalline salt was collected by filtration, washed with cold toluene and recrystallized from boiling toluene (152 mL). The crystals were collected by filtration, washed with n-pentane and air-dried to give dehydroabietylamine acetate (47 g, 78%) as a white crystalline solid.

Aufarbeitung

  1. filtrationThe crystalline salt was collected by filtration
  2. washwashed with cold toluene
  3. customrecrystallized
  4. filtrationThe crystals were collected by filtration
  5. washwashed with n-pentane
  6. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-c55ae480cd9b492987dcbc7475fb85b2
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05861427

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