Pyridine → ethyl N-(5-allyloxy-4-bromo-2-fluorophenyl)carbamate

HRID 566194Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 566194
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[CH2:7]([O:10][C:11]1[C:12]([Br:19])=[CH:13][C:14]([F:18])=[C:15]([CH:17]=1)[NH2:16])[CH:8]=[CH2:9].N1C=CC=CC=1>C(Cl)Cl>[CH2:7]([O:10][C:11]1[C:12]([Br:19])=[CH:13][C:14]([F:18])=[C:15]([NH:16][C:2](=[O:3])[O:4][CH2:5][CH3:6])[CH:17]=1)[CH:8]=[CH2:9]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 212655985-Allyloxy-4-bromo-2-fluoroaniline

Produkt 1

HCID 21265559ethyl N-(5-allyloxy-4-bromo-2-fluorophenyl)carbamateAusbeute 98,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

Ethyl chloroformate (5.97 g) was added dropwise to a solution of 5-allyloxy-4-bromo-2-fluoroaniline (12.3 g) and pyridine (7.90 g) in methylene chloride (100 ml) at 0° C., and the mixture was stirred at 10° C. for 3 hours. After the reaction, this was extracted with methylene chloride, then washed with diluted hydrochloric acid and an aqueous sodium hydrogencarbonate solution, and dried over anhydrous magnesium sulfate. Then, methylene chloride was distilled off to obtain to the objective ethyl N-(5-allyloxy-4-bromo-2-fluorophenyl)carbamate (15.67 g).

Aufarbeitung

  1. customAfter the reaction
  2. extractionthis was extracted with methylene chloride
  3. washwashed with diluted hydrochloric acid
  4. dry with materialan aqueous sodium hydrogencarbonate solution, and dried over anhydrous magnesium sulfate
  5. distillationThen, methylene chloride was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-fc87c21c7daf4bdfac9311e38a6a25ec
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06174839B1

Notizen zur Reaktion

Wird geladen…