Water → HCID 54222524, Verbindung

HRID 1736619Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1736619
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH:16]=[CH:17][CH:18]=[CH:19][C:20]([O:22]C)=[O:21])=[O:7])([CH3:4])([CH3:3])[CH3:2].[Na].O>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH:16]=[CH:17][CH:18]=[CH:19][C:20]([OH:22])=[O:21])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 962WaterHCID 5360545SodiumHCID 54280683HCID 54280683, Verbindung

Produkt 1

HCID 54222524HCID 54222524, VerbindungAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A stirred mixture of 0.85 g (2.7 mmol) of methyl 5-[2-(tertbutoxycarbonylaminomethyl)phenyl]-2,4-pentadienoate, 1.17 g (11 mmol) of sodium carbinate, 15 ml of water and 15 ml of methanol was heated at reflux for 2 hours. After the produced methanol was distilled off, the solution was cooled to 0° C. and carefully acidified with 1N hydrochloric acid. The resulting mixture was extracted with methylene chloride and the extracts were washed with brine, dried (Na2SO4) and concentrated. Recrystallization of the residue from 1:3 methylene chloride:hexane gave 0.7 g (86%) of the product as crystals, mp 179°-182° C. (dec).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. distillationAfter the produced methanol was distilled off
  4. extractionThe resulting mixture was extracted with methylene chloride
  5. washthe extracts were washed with brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated
  8. customRecrystallization of the residue from 1:3 methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-ae6ca78356274f5f9d1e33654293a8d4
Quelldatensatz
uspto-grants-1996_07
Patentnummer
US05541286

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