2-Chlorobenzylamine → 1-Chloro-2-(isocyanatomethyl)benzene

HRID 650102

Reaktionsgleichung

Reaktionsgleichung von HRID 650102
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].Cl[C:11](Cl)([O:13]C(=O)OC(Cl)(Cl)Cl)Cl.C([O-])(O)=O.[Na+]>C(Cl)Cl.O>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][N:5]=[C:11]=[O:13]

Komponenten

6

Edukt 3

HCID 666482-ChlorobenzylamineHCID 94429TriphosgeneHCID 516892Sodium Bicarbonate

Produkt 1

HCID 27333671-Chloro-2-(isocyanatomethyl)benzeneAusbeute 232,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-chlorobenzylamine (1.0 g, 7.06 mmol) in a mixture of CH2Cl2 and H2O (10 mL/10 mL), triphosgene (838 mg, 2.82 mmol) and NaHCO3 (1.78 g, 21.2 mmol) were added. The reaction mixture was stirred at room temperature for 16 hours. Then the reaction mixture was partitioned between CH2Cl2 and water. The combined organic layers are dried over MgSO4 and filtered. The solvent was evaporated to give the desired product (1.1 g, 93%). EI-MS m/z 168.7 (M+).

Aufarbeitung

  1. additionwere added
  2. customThen the reaction mixture was partitioned between CH2Cl2 and water
  3. dry with materialThe combined organic layers are dried over MgSO4
  4. filtrationfiltered
  5. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-291c8d96be1d44cfb70e9e6690479ef3
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06271261B1

Verknüpfte Notizen

Wird geladen…