Water → 3-(4-Chloro-3-nitro-phenyl)-acrylic acid methyl ester

HRID 659121Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 659121
[CH3:1][O:2][C:3]([CH2:5]P(OC)(OC)=O)=[O:4].[H-].[Na+].[Cl:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][C:16]=1[N+:23]([O-:25])=[O:24].O>C1COCC1>[CH3:1][O:2][C:3](=[O:4])[CH:5]=[CH:19][C:18]1[CH:21]=[CH:22][C:15]([Cl:14])=[C:16]([N+:23]([O-:25])=[O:24])[CH:17]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 80029Trimethyl phosphonoacetateHCID 855054-Chloro-3-nitrobenzaldehyde

Produkt 1

HCID 534077093-(4-Chloro-3-nitro-phenyl)-acrylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Trimethyl phosphonoacetate (245 mg, 1.35 mmol) in THF (2.5 mL) was added dropwise (caution—vigorous reaction!) to sodium hydride (60% in oil) (83 mg, 2.02 mmol) under an atmosphere of nitrogen at 0° C. The reaction mixture was stirred for 15 minutes at 0° C. and then 4-chloro-3-nitrobenzaldehyde (46) (250 mg, 1.35 mmol) in THF was added dropwise. After 2 hours, water was added and the solvent concentrated in vacuo. The solid was filtered and dried to provide the crude title compound. Yield: 190 mg

Aufarbeitung

  1. waitAfter 2 hours
  2. concentrationthe solvent concentrated in vacuo
  3. filtrationThe solid was filtered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2da82589d3ff4236a4ab056bd41906a7
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08080567B2

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