Water → Ethyl 3-(4-cyano-3-methoxyphenyl)oxirane-2-carboxylate

HRID 1519573Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1519573
[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[C:5]([O:11][CH3:12])[CH:4]=1)=[O:2].[CH2:13]([O:15][C:16](=[O:19])[CH2:17]Cl)[CH3:14].CC[O-].[Na+].O>C1C=CC=CC=1.C(O)C>[C:7]([C:6]1[CH:9]=[CH:10][C:3]([CH:1]2[O:2][CH:17]2[C:16]([O:15][CH2:13][CH3:14])=[O:19])=[CH:4][C:5]=1[O:11][CH3:12])#[N:8]

Komponenten

7

Edukt 4

HCID 962WaterHCID 7751Ethyl chloroacetateHCID 2723922Sodium ethoxideHCID 600485344-Formyl-2-methoxybenzonitrile

Produkt 1

HCID 86694471Ethyl 3-(4-cyano-3-methoxyphenyl)oxirane-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4-formyl-2-methoxybenzonitrile (383 mg, 2.38 mmol) and chloroacetic acid ethyl ester (291 mg, 2.38 mmol) were dissolved in 10 mL of dry benzene. Freshly prepared EtONa (3.09 mmol) in 2.5 mL of ethanol was added, and the mixture were stirred at room temperature for 2 hours. The mixture was added water, then extracted with EtOAc. The organic layers were dried over Na2SO4 and concentrated to afford ethyl 3-(4-cyano-3-methoxyphenyl)oxirane-2-carboxylate. MS m/z: 248 (M+1)+.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layers were dried over Na2SO4
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6c84f276db3e44a0a421c23da3162514
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073882B2

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