Water → 3-Hydroxy-4-nitrophenyl acetate

HRID 337358Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 337358
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([O:14]C(=O)C)[CH:6]=1)(=[O:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].O>C(Cl)(Cl)Cl>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([OH:14])[CH:6]=1)(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 543636721,3-Benzenediol, 4-nitro-, 1,3-diacetate

Produkt 1

HCID 201396903-Hydroxy-4-nitrophenyl acetateAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 4-nitro-1,3-phenylene diacetate (1.0 g) in chloroform (25 mL) was added aluminium chloride (2.23 g) with ice-cooling under nitrogen atmosphere. The reaction mixture was warmed to room temperature and stirred for 3 h. Then to the reaction mixture was added water (100 mL) and extracted with methylene chloride (30 mL×2). The combined organic layer was washed with 1N hydrochloric acid (25 mL) and saturated brine (25 mL) successively, dried over anhydrous sodium sulfate and was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel using hexane/ethyl acetate (20:1) to give the title compound (610 mg).

Aufarbeitung

  1. temperaturecooling under nitrogen atmosphere
  2. extractionextracted with methylene chloride (30 mL×2)
  3. washThe combined organic layer was washed with 1N hydrochloric acid (25 mL) and saturated brine (25 mL) successively
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationwas concentrated under reduced pressure
  6. customThe residue was purified by column chromatography over silica gel

Quellen und Nachweise

ORD-Eintrag
ord-f03343f9da814c78901e2d58476f63b9
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889727B2

Notizen zur Reaktion

Wird geladen…