Water → HCID 68294330, Verbindung

HRID 2279482Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2279482
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([NH2:14])[C:10]([F:13])([F:12])[F:11])[CH:5]=[CH:6][C:7]=1[Cl:8].[C:15](Cl)(=[O:26])[O:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=1.N1C=CC=CC=1.O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([NH:14][C:15](=[O:26])[O:16][C:17]2[CH:18]=[CH:19][C:20]([N+:23]([O-:25])=[O:24])=[CH:21][CH:22]=2)[C:10]([F:11])([F:12])[F:13])[CH:5]=[CH:6][C:7]=1[Cl:8]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 821294-Nitrophenyl chloroformateHCID 433445253,4-Dichloro-α-(trifluoromethyl)benzenemethanamine

Produkt 1

HCID 68294330HCID 68294330, VerbindungAusbeute 92,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 148 (1.00 g, 4.01 mmol), 4-nitrophenyl carbonochloridate (0.9085 g, 4.507 mmol) and pyridine (0.7131 g, 9.015 mmol) in DCM (10 mL) were stirred for 30 min. Water was added and the reaction mixture was extracted with DCM. The organic layer was concentrated and purified by SiO2 chromatography eluting with 20% EtOAc/hexane to afford 1.511 g (90.0%) of 4-nitrophenyl 1-(3,4-dichlorophenyl)-2,2,2-trifluoroethylcarbamate (150).

Aufarbeitung

  1. extractionthe reaction mixture was extracted with DCM
  2. concentrationThe organic layer was concentrated
  3. custompurified by SiO2 chromatography
  4. washeluting with 20% EtOAc/hexane

Quellen und Nachweise

ORD-Eintrag
ord-6a73b7652f5444e690bb4d495dfcc7ea
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09133187B2

Notizen zur Reaktion

Wird geladen…