Reaktion #1973962

ord-70d5024c6fa54b849460b2a52395ed07

Reaktionsgleichung

COC(=O)c1cc([N+](=O)[O-])cc(C(C)(C)C)c1O
product
COC(=O)c1cc([N+](=O)[O-])cc(C(C)(C)C)c1O
methyl 3-tert-butyl-2-hydroxy-5-nitrobenzoate
Cc1ccccc1
toluene
C=CC(=O)O
acrylic acid
C=CC(=O)O
acrylic acid
COC(=O)c1cc(NCCC(=O)O)cc(C(C)(C)C)c1OC
crude title compound
COC(=O)c1cc(NCCC(=O)O)cc(C(C)(C)C)c1OC
3-(3-tert-butyl-4-methoxy-5-(methoxycarbonyl)phenylamino) propanoic acid

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThis mixture was heated
  2. 2
    Temperaturto reflux
  3. 3
    workup.ADDITIONadded every 3 h
  4. 4
    TemperaturThe mixture was then refluxed for 24 h
  5. 5
    TemperaturThe mixture was then cooled
  6. 6
    Einengenconcentrated under vacuum to dryness

Vorschrift

The product from Example 5, Part C (16.44 g, 69.3 mmol) was dissolved in toluene (200 mL). This mixture was heated to reflux and acrylic acid added over time (1 mL of acrylic acid added every 3 h, 5.23 mL total, 76.2 mmol). The mixture was then refluxed for 24 h. The mixture was then cooled and concentrated under vacuum to dryness to yield an oil as the crude title compound that was used directly in the next reaction.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08501238B2uspto-grants-2013_08