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Water → HCID 19788165, Verbindung

HRID 1656479
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1656479
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH2:11]Br)[CH:5]=1.[C:14]([O-:17])(=[O:16])[CH3:15].[K+].O>C(O)(=O)C>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH2:11][O:17][C:14](=[O:16])[CH3:15])[CH:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 517044Potassium AcetateHCID 19349393Methyl 3-(Bromomethyl)-5-methylbenzoate

Produkt 1

HCID 19788165HCID 19788165, VerbindungAusbeute 90,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

In a 5 liter flask were combined 507 g (2.09 mole) of methyl-3-bromomethyl-5-methylbenzoate with 615 g (6.3 mole) of potassium acetate in 2850 ml of glacial acetic acid and refluxed for 3 hours. The contents of the flask were then cooled down to room temperature and divided in 3 equal portions for work up. Each portion was poured into 2 liter of water and extracted with ethyl ether (3×300 ml). The combined organic layers were washed with water (3×600 ml) and then with 2% aqueous sodium hydroxide (5×200 ml) and then dried over sodium sulfate. The solvent was then eliminated in the rotavap to give 420.8 g (90% yield) of crude product, used as such in the next step.

Aufarbeitung

  1. customIn a 5 liter flask were combined
  2. extractionextracted with ethyl ether (3×300 ml)
  3. washThe combined organic layers were washed with water (3×600 ml)
  4. dry with materialwith 2% aqueous sodium hydroxide (5×200 ml) and then dried over sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-6b2c8900353141b4a50aec1bbafad86b
Quelldatensatz
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05254584

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