Succinimide → Methyl 2-[2-(bromomethyl)phenyl]-3-methoxyprop-2-enoate

HRID 3975

Reaktionsgleichung

Reaktionsgleichung von HRID 3975
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[CH:13][O:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10].[Br:16]N1C(=O)CCC1=O.C1(=O)NC(=O)CC1>N(C(C)(C)C#N)=NC(C)(C)C#N.C(Cl)(Cl)(Cl)Cl>[Br:16][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[CH:13][O:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10]

Komponenten

6

Edukt 3

HCID 11439SuccinimideHCID 67184N-bromobutanimideHCID 435882Methyl 3-methoxy-2-o-tolylacrylate

Produkt 1

HCID 53395349Methyl 2-[2-(bromomethyl)phenyl]-3-methoxyprop-2-enoateAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6547AzobisisobutyronitrileKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

20.6 g of the methyl α-(2-methylphenyl)-β-methoxyacrylate obtained as described in method A, 17.65 g of N-bromosuccinimide, 0.2 g of azobisisobutyronitrile and 150 ml of CCl4 are slowly heated to 90° C. and kept at this temperature until all of the succinimide floats on the solvent. The mixture is filtered, the filtrate is evaporated down, and the oil which remains is dissolved in about 5 ml of acetone and brought to crystallization with n-hexane. 27.5 g of colorless crystals of melting point 86°-87° C. are obtained.

Aufarbeitung

  1. filtrationThe mixture is filtered
  2. customthe filtrate is evaporated down
  3. dissolutionthe oil which remains is dissolved in about 5 ml of acetone
  4. custombrought to crystallization with n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-f360e909fa154e73a99b18eae08d738d
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04723034

Verknüpfte Notizen

Wird geladen…