Water → Methyl 4-amino-3-fluorobenzoate

HRID 428592Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 428592
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[N+:12]([O-])=O)[C:5]([O:7][CH3:8])=[O:6].C(Cl)Cl.O>C(O)(=O)C.[Fe]>[NH2:12][C:11]1[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=1[F:1]

Komponenten

6

Edukt 3

HCID 962WaterHCID 6344DichloromethaneHCID 592761Methyl 3-fluoro-4-nitrobenzoate

Produkt 1

HCID 11182865Methyl 4-amino-3-fluorobenzoateAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of methyl 3-fluoro-4-nitrobenzoate(2.14 g, 10.8 mmol) and iron powder(2.63 g) in acetic acid(22 ml) was stirred at 50° C. for 2.5 h. After cooling down to room temperature, CH2Cl2(100 ml) and water(300 ml) was added to the mixture and filtered to remove iron powder. The organic layer was separated and the aqueous layer was extracted with CH2Cl2(70 mlx2). The CH2Cl2 solution was combined, washed with water, brine, dried(Na2SO4), and concentrated to give 1.77 g(97%) of pale brown solid.

Aufarbeitung

  1. temperatureAfter cooling down to room temperature
  2. filtrationfiltered
  3. customto remove iron powder
  4. customThe organic layer was separated
  5. extractionthe aqueous layer was extracted with CH2Cl2(70 mlx2)
  6. washwashed with water, brine, dried(Na2SO4)
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b55b2207eb8b47cb8110fd461e30e37e
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313302B2

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