Sodium Hydroxide → 2-(3-(Cyclopropylmethoxy)-4-nitrophenyl)acetic acid

HRID 1183733Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1183733
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:15](C(OCC)=O)[C:16]([O:18]CC)=[O:17])[CH:9]=[CH:10][C:11]=2[N+:12]([O-:14])=[O:13])[CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH2:15][C:16]([OH:18])=[O:17])[CH:9]=[CH:10][C:11]=2[N+:12]([O-:14])=[O:13])[CH2:2][CH2:3]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 57995590Diethyl 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)malonate

Produkt 1

HCID 579955402-(3-(Cyclopropylmethoxy)-4-nitrophenyl)acetic acidAusbeute 90,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Diethyl 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)malonate (10 g) was dissolved in 100 mL ethanol and cooled to 0° C., NaOH solution (4 eq) was added slowly to the reaction mixture for about 15 min. The reaction mixture was heated gently up to 60° C. for 5 h. Progress of the reaction was monitored by TLC analysis. After complete conversion of starting material solvent was evaporated under reduced pressure, the residue dissolved in H2O, acidified with 6N HCl to pH-2. The solid material was collected via filtration, washed with water, dried under reduced pressure to yield 6.5 g (90%) of 2-(3-(cyclopropylmethoxy)-4-nitrophenyl)acetic acid as a yellow solid.

Aufarbeitung

  1. temperatureThe reaction mixture was heated gently up to 60° C. for 5 h
  2. customAfter complete conversion of starting material solvent was evaporated under reduced pressure
  3. dissolutionthe residue dissolved in H2O
  4. filtrationThe solid material was collected via filtration
  5. washwashed with water
  6. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5328a5929d154d3d8c0acf00b66defa7
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08664249B2

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