Benzoic Acid → Ethyl benzoate

HRID 1283763

Reaktionsgleichung

Reaktionsgleichung von HRID 1283763
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:10](N(CC)CC)[CH3:11].C(OC(ON=C(C#N)C(N)=O)=O)C.O>O1CCCC1>[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 243Benzoic AcidHCID 962WaterHCID 8471TriethylamineHCID 545656502-Ethoxycarbonyloxyimino-2-cyanoacetic acid amide

Produkt 1

HCID 7165Ethyl benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of benzoic acid (1.22 g) and triethylamine (2.8 ml) in dry tetrahydrofuran (20 ml), 2-ethoxycarbonyloxyimino-2-cyanoacetic acid amide (1.85 g) is added at room temperature while stirring, and the resulting mixture is stirred at room temperature for 2 hours. The reaction mixture is admixed with water and extracted with ethyl acetate. The extract is washed with water, an aqueous solution of sodium hydrogencarbonate, 1 N hydrochloric acid and water in order, dried and concentrated to give ethyl benzoate (1.3 g) as an oil.

Aufarbeitung

  1. stirringthe resulting mixture is stirred at room temperature for 2 hours
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed with water
  4. dry with materialan aqueous solution of sodium hydrogencarbonate, 1 N hydrochloric acid and water in order, dried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ab81b4ebef49467b954e7d3b6acb4a9a
Quelldatensatz
uspto-grants-1976_08
Patentnummer
US03976635

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