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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1256080Erstellt: 26. Oktober 2026

Water → Ethyl-m-nitrocinnamate

https://huagongshe.com/reaction/1256080

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3-NitrobenzaldehydeHCID 7449—
EduktTriethyl phosphonoacetateHCID 13345—
EduktSodium hydrideHCID 24758—
LösungsmittelDimethylformamideHCID 6228—
ProduktEthyl-m-nitrocinnamateHCID 9482796,6%

Reaktionsschritte

To a solution of 3-nitrobenzaldehyde (49 g, 295 mmol) and (diethoxy-phosphoryl)-acetic acid ethyl ester (72.74 g, 325 mmol) in DMF (300 ml) at 0° C. was added NaH (14.2 g, 354 mmol) portionwise and stirred for 1.5 hrs at r.t. The reaction mixture was poured into water to give colorless crystals, which were collected by filtration and washed with water and hexane to give the product ethyl 3-(3-nitrophenyl)acrylate (63 g, yield 96.6%). 1H NMR MeOD 400 MHz. δ 8.42-7.62 (m, 4H), 7.74-7.70 (d, 1H), 6.68-6.64 (d, 1H), 4.28-4.22 (m, 2H), 1.34-1.30 (m, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08461134B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-bd0fdc0f03f3443c8d05728335aaed51
Quellennotizuspto-grants-2013_06