Acetyl chloride → N-[2-(3-methoxyphenyl)ethyl]acetamide

HRID 35235

Reaktionsgleichung

Reaktionsgleichung von HRID 35235
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][CH2:7][NH2:8].C(N(CC)CC)C.[C:19](Cl)(=[O:21])[CH3:20]>C(Cl)(Cl)Cl>[C:19]([NH:8][CH2:7][CH2:6][C:5]1[CH:9]=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=1)(=[O:21])[CH3:20]

Komponenten

5

Edukt 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 748663-Methoxyphenethylamine

Produkt 1

HCID 10330235N-[2-(3-methoxyphenyl)ethyl]acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a stirred solution of 3-methoxyphenethylamine (56.6 g, 0.37 m) and triethylamine (38.0 g, 0.38 m) in CHCl3 (900 ml) was added acetyl chloride (33.0 g, 0.42 m) dropwise over a period of 30 minutes at 20°-25° C., and then the reaction was stirred overnight. The mixture was extracted with 500 ml ice water, then extracted further with 2×500 ml cold water. The chloroform layer was dried over MgSO4 and concentrated to N-acetyl-3-methoxyphenethylamine as an oil (90 g).

Aufarbeitung

  1. extractionThe mixture was extracted with 500 ml ice water
  2. extractionextracted further with 2×500 ml cold water
  3. dry with materialThe chloroform layer was dried over MgSO4
  4. concentrationconcentrated to N-acetyl-3-methoxyphenethylamine as an oil (90 g)

Quellen und Nachweise

ORD-Eintrag
ord-86ad1d2eecbe4aa9925ef2c3f7ffe0b6
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04766131

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