Hydrochloric Acid → N-(1,6-dichloro-2-naphthyl)carbamic acid ethyl ester

HRID 1270772Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1270772
[CH2:1]([O:3][C:4](=[O:17])[NH:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:16])[CH:12]=2)[CH:7]=1)[CH3:2].[Cl:18]N1C(=O)CCC1=O.Cl.O>C(O)(=O)C>[CH2:1]([O:3][C:4](=[O:17])[NH:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:16])[CH:12]=2)[C:7]=1[Cl:18])[CH3:2]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 31398ChlorosuccinimideHCID 68803058N-(6-chloro-2-naphthyl)carbamic acid ethyl ester

Produkt 1

HCID 68803921N-(1,6-dichloro-2-naphthyl)carbamic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of N-(6-chloro-2-naphthyl)carbamic acid ethyl ester (725 mg, 2.90 mmol), N-chlorosuccinimide (387 mg, 2.90 mmol) and 1 M HCl in acetic acid (2.90 mL, 2.90 mmol) in acetic acid (20 mL) is heated at 50° C. under N2 atmosphere for 1 hour. After cooling to room temperature, water (10 mL) is added and extracted with EtOAc. The organic layer is washed with brine, dried (Na2SO4) and concentrated by rotary evaporator to give N-(1,6-dichloro-2-naphthyl)carbamic acid ethyl ester as a yellow solid.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with EtOAc
  3. washThe organic layer is washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated by rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-172da2645f774c2ab22370424b1158b9
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07202364B2

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