Hydrochloric Acid → Methyl (2E)-3-(3-nitrophenyl)-2-propenoate

HRID 1399938

Reaktionsgleichung

Reaktionsgleichung von HRID 1399938
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[CH3:12][O:13][C:14](=[O:22])[CH2:15]P(OC)(OC)=O.C[O-].[Na+].Cl>CN(C=O)C>[N+:1]([C:4]1[CH:5]=[C:6](/[CH:7]=[CH:15]/[C:14]([O:13][CH3:12])=[O:22])[CH:9]=[CH:10][CH:11]=1)([O-:3])=[O:2]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 74493-NitrobenzaldehydeHCID 80029Trimethyl phosphonoacetateHCID 10942334Sodium Methoxide

Produkt 1

HCID 5354136Methyl (2E)-3-(3-nitrophenyl)-2-propenoateAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 3-nitro-benzaldehyde (15 g, 0.1 mol), (dimethoxy-phosphoryl)-acetic acid methyl ester (27 g, 0.148 mol) in DMF (100 ml) was added NaOMe (10.7 g 0.198 mol). The reaction was monitored by TLC. After reaction was completed, the reaction mixture was adjusted to pH=1 with aqueous HCl solution and evaporated. The resulting solid was washed with water to afford (E)-methyl 3-(3-nitrophenyl)acrylate as a yellow solid (20.14 g, 98%).

Aufarbeitung

  1. customAfter reaction
  2. customevaporated
  3. washThe resulting solid was washed with water

Quellen und Nachweise

ORD-Eintrag
ord-21764d9679824589a2b348fab79c75d6
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08906909B2

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