Benzyl Bromide → HCID 54357009, Verbindung

HRID 583376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 583376
[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]([CH3:12])[C:3]=1[C:4]([OH:6])=[O:5].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].[I-]>CC(C)=O>[CH2:13]([O:5][C:4](=[O:6])[C:3]1[C:7]([CH3:12])=[CH:8][CH:9]=[C:10]([CH3:11])[C:2]=1[NH2:1])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

6

Edukt 4

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 30165Iodide IonHCID 2757742-amino-3,6-dimethylbenzoic acid

Produkt 1

HCID 54357009HCID 54357009, VerbindungAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 940 mg (5.73 mmol) of 2-amino-3,6-dimethylbenzoic acid, 0.750 ml (6.3 mmol) of benzyl bromide, 1.04 g (7.5mmole) of potassium carbonate and 40 mg (0.27mmole) of soium iodide in 20 ml of acetone was heated to reflux for 20 hr. The resulting mixture was then concentrated in vacuo and the residue was chronatoghed with EtOAc/Hexane (1:50) as eluant to provide 697 mg (48%) of the desired product as a yellow oil. Electrospray Mass Spec 256 (M+H).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 20 hr
  3. concentrationThe resulting mixture was then concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1008da67a5e54197b2b7481a8f9f2134
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05929097

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