Chlorotrimethylsilane → 2-Chloro-5-fluoro-4-methyl-3-nitro-benzoic acid methyl ester

HRID 869803Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 869803
Cl[Si](C)(C)[CH3:3].[Cl:6][C:7]1[C:15]([N+:16]([O-:18])=[O:17])=[C:14]([CH3:19])[C:13]([F:20])=[CH:12][C:8]=1[C:9]([OH:11])=[O:10]>CO.O>[CH3:3][O:10][C:9](=[O:11])[C:8]1[CH:12]=[C:13]([F:20])[C:14]([CH3:19])=[C:15]([N+:16]([O-:18])=[O:17])[C:7]=1[Cl:6]

Komponenten

5

Edukt 2

HCID 6397Chlorotrimethylsilane2×HCID 136574392-Chloro-5-fluoro-4-methyl-3-nitro-benzoic acid

Produkt 1

HCID 866615862-Chloro-5-fluoro-4-methyl-3-nitro-benzoic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

A solution of chlorotrimethylsilane (200 mL) in methanol (300 mL) was treated with 2-chloro-5-fluoro-4-methyl-3-nitrobenzoic acid (Preparation 1c, 65.5 g) portionwise under nitrogen. The resulting solution was stirred at 20° C. for 16 h. Further chlorotrimethylsilane (100 mL) was added and the reaction heated at 50° C. for 6 h. The reaction mixture was evaporated to afford crude product which was diluted with water and extracted with ethyl acetate (300 mL). The organic extract was dried (MgSO4), filtered and evaporated to afford the subtitle compound (53.4 g).

Aufarbeitung

  1. temperaturethe reaction heated at 50° C. for 6 h
  2. customThe reaction mixture was evaporated
  3. customto afford crude product which
  4. extractionextracted with ethyl acetate (300 mL)
  5. extractionThe organic extract
  6. dry with materialwas dried (MgSO4)
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-a92b83b2473443678115e6682df5c45d
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969350B2

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