Chlorotrimethylsilane → Methyl 2-(3-nitrophenyl)acetate

HRID 15844

Reaktionsgleichung

Reaktionsgleichung von HRID 15844
[CH3:1][Si](Cl)(C)C.[N+:6]([C:9]1[CH:10]=[C:11]([CH2:15][C:16]([OH:18])=[O:17])[CH:12]=[CH:13][CH:14]=1)([O-:8])=[O:7]>CO>[N+:6]([C:9]1[CH:10]=[C:11]([CH2:15][C:16]([O:18][CH3:1])=[O:17])[CH:12]=[CH:13][CH:14]=1)([O-:8])=[O:7]

Komponenten

4

Edukt 2

HCID 6397ChlorotrimethylsilaneHCID 158763-Nitrophenylacetic acid

Produkt 1

HCID 526967Methyl 2-(3-nitrophenyl)acetateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Trimethylsilyl chloride (5.6 mL, 2.0 equiv.) was added to a stirred solution of (3-nitrophenyl)acetic acid (4.0 g) in methanol (60 ml). The resulting solution was stirred at room temperature for 18 hours, then concentrated at reduced pressure and partitioned between DCM and aqueous sodium hydrogencarbonate solution. The organic phase was dried over sodium sulfate, filtered and concentrated under vacuum to give the title compound as a colourless liquid (4.2 g, 100%).

Aufarbeitung

  1. concentrationconcentrated at reduced pressure
  2. custompartitioned between DCM and aqueous sodium hydrogencarbonate solution
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-abfb52f871d248ef81b0d73cfbd63c99
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732600B2

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