Benzoyl chloride → N-(3-benzyloxy-4-methoxyphenethyl)benzamide

HRID 1414272Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1414272
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:10]([O:17][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[CH2:21][CH2:22][NH2:23])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:10]([O:17][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[CH2:21][CH2:22][NH:23][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Komponenten

5

Edukt 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 27941762-(3-(Benzyloxy)-4-methoxyphenyl)ethanamine

Produkt 1

HCID 10893782N-(3-benzyloxy-4-methoxyphenethyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

A solution of 45 parts of benzoyl chloride in 149 parts of chloroform is added portionwise over a 30 minute period to a solution of 78 parts of 3-benzyloxy-4-methoxyphenethylamine in 72 parts of triethylamine and 596 parts of chloroform. The mixture is stirred at room temperature for an additional 90 minutes. It is then washed twice with water and once with dilute aqueous sodium bicarbonate solution, dried over anhydrous calcium sulfate and stripped to a low volume under reduced pressure. Addition of n-hexane results in crystallization of N-(3-benzyloxy-4-methoxyphenethyl)benzamide. That product melts at about 136°-138°C.

Aufarbeitung

  1. washIt is then washed twice with water and once with dilute aqueous sodium bicarbonate solution
  2. dry with materialdried over anhydrous calcium sulfate
  3. additionAddition of n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-96caa3373109440da7d9866109eaad87
Quelldatensatz
uspto-grants-1977_01
Patentnummer
US04001244

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