Acetic Acid → trans-4-Bromo-beta-nitrostyrene

HRID 78241

Reaktionsgleichung

Reaktionsgleichung von HRID 78241
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[N+:10]([CH3:13])([O-:12])=[O:11].C([O-])(=O)C.[NH4+].C(O)(=O)C>O>[Br:1][C:2]1[CH:9]=[CH:8][C:5](/[CH:6]=[CH:13]/[N+:10]([O-:12])=[O:11])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 6375NitromethaneHCID 707414-BromobenzaldehydeHCID 517165Ammonium Acetate

Produkt 1

HCID 688204trans-4-Bromo-beta-nitrostyreneAusbeute 83,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 4-bromobenzaldehyde (16.8 g, 91 mmol), nitromethane (24.6 mL, 455 mmol), ammonium acetate (14 g, 182 mmol), and acetic acid (160 mL) was stirred for 4 hours at 100° C. This mixture was cooled to room temperature and poured into water. The precipitate thus produced was collected, washed with water, and dried under a reduced pressure to obtain the title compound (17.4 g). The title compound was used in the following reaction without any further purification.

Aufarbeitung

  1. temperatureThis mixture was cooled to room temperature
  2. customThe precipitate thus produced
  3. customwas collected
  4. washwashed with water
  5. customdried under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-047d50064f2148ab898bc3dc70987e87
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841327B2

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