Chloroacetyl chloride → Diethatyl-ethyl

HRID 1995033Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1995033
[CH2:1]([C:3]1[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][CH3:17])[C:4]=1[NH:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:2].[Cl:18][CH2:19][C:20](Cl)=[O:21].C(N(CC)CC)C>C1C=CC=CC=1>[Cl:18][CH2:19][C:20]([N:5]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:4]1[C:12]([CH2:16][CH3:17])=[CH:13][CH:14]=[CH:15][C:3]=1[CH2:1][CH3:2])=[O:21]

Komponenten

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 170107Glycine, N-(2,6-diethylphenyl)-, ethyl ester

Produkt 1

HCID 38090Diethatyl-ethyl

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

23.5 Grams (0.1 mol) of ethyl 2,6-diethylanilinoacetate and 11.3 g (0.1 mol) of monochloroacetic acid chloride were dissolved in 100 ml of benzene, 11.0 g of triethylamine was then added dropwise thereto with stirring maintaining the reaction temperature at 10°-20° C. and, thereafter, stirring was continued for further 2 hours at a room temperature. The reaction solution was washed with successive, 5% sodium hydroxide aqueous solution, 5% hydrochloric acid aqueous solution, and water. Then, the benzene layer was dried over anhydrous sodium sulfate. Thereafter, benzene was removed under reduced pressure to obtain the end product, ethyl N-chloroacetyl-2,6-diethylanilinoacetate. nD26 : 1.5225.

Aufarbeitung

  1. temperaturemaintaining the reaction temperature at 10°-20° C.
  2. stirringstirring
  3. washThe reaction solution was washed with successive, 5% sodium hydroxide aqueous solution, 5% hydrochloric acid aqueous solution, and water
  4. dry with materialThen, the benzene layer was dried over anhydrous sodium sulfate
  5. customThereafter, benzene was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a0f3126b77a3454eb572a0aa4bee66dd
Quelldatensatz
uspto-grants-1983_09
Patentnummer
US04402734

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