Ammonia → 4,5-dichloro-2,3-dihydro-1H-isoindol-1-one

HRID 1856221Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1856221
[NH3:1].Br[CH2:3][C:4]1[C:14]([Cl:15])=[C:13]([Cl:16])[CH:12]=[CH:11][C:5]=1[C:6](OCC)=[O:7]>CN(C)C=O>[Cl:15][C:14]1[C:13]([Cl:16])=[CH:12][CH:11]=[C:5]2[C:4]=1[CH2:3][NH:1][C:6]2=[O:7]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 18950258Ethyl 2-bromomethyl-3,4-dichlorobenzoate

Produkt 1

HCID 233464154,5-dichloro-2,3-dihydro-1H-isoindol-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

Ammonia was bubbled through a solution of ethyl 2-bromomethyl-3,4-dichlorobenzoate (25 g, 0.08 mol.) in 250 ml. of dimethylformamide for 1/2 hour at 0° C. The mixture was stirred for one hour at 25° C., poured on crushed ice and filtered. The solid was chromatographed on silica gel eluted ether, ethyl acetate and then acetone to give 4,5-di-chloro-2,3-dihydro-1H-isoindol-1-one.

Aufarbeitung

  1. additionpoured
  2. customon crushed ice
  3. filtrationfiltered
  4. customThe solid was chromatographed on silica gel
  5. washeluted ether, ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-caca1a2d4551429e9db89dfde2c52b62
Quelldatensatz
uspto-grants-1980_08
Patentnummer
US04218464

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