Water → ethyl N-(2-fluorophenyl)carbamate

HRID 2372173Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2372173
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].Cl[C:10]([O:12][CH2:13][CH3:14])=[O:11].[OH-].[Na+].O>CCOCC>[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:10](=[O:11])[O:12][CH2:13][CH3:14]

Komponenten

6

Edukt 4

HCID 962WaterHCID 95842-FluoroanilineHCID 10928Ethyl chloroformate2×HCID 14798Sodium Hydroxide

Produkt 1

HCID 242730ethyl N-(2-fluorophenyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

To a solution of 2-fluoroaniline (11.1 g, 100.0 mmol) in 100 ml of dry ether cooled in an ice bath is added ethyl chloroformate (7.1 ml, 8.1 g, 75.0 mmol). After addition, the mixture is allowed to warm to RT and is stirred at RT for 3 hours. Then a 10% sodium hydroxide solution (54 ml, 2.8M, 150.0 mmol) is added, followed by another 7.1 ml of ethyl chloroformate. The mixture is stirred at RT for 3 hours, and is then poured into water and ether. The organic layer is separated, washed with 5% HCl and with brine, and dried. The solvent is removed to give ethyl N-(2-fluorophenyl)carbamate.

Aufarbeitung

  1. additionAfter addition
  2. stirringThe mixture is stirred at RT for 3 hours
  3. customThe organic layer is separated
  4. washwashed with 5% HCl and with brine
  5. customdried
  6. customThe solvent is removed

Quellen und Nachweise

ORD-Eintrag
ord-1066a7ddc5ef453cb27af5ee19be46b2
Quelldatensatz
uspto-grants-1992_03
Patentnummer
US05098462

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