Dimethylformamide → 5-Cyanomethyl-2,7-dibromo-3-phenylbenzofuran

HRID 262092

Reaktionsgleichung

Reaktionsgleichung von HRID 262092
Br[CH2:2][C:3]1[CH:4]=[C:5]([Br:19])[C:6]2[O:10][C:9]([Br:11])=[C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:7]=2[CH:18]=1.[CH3:20][N:21](C)C=O.[C-]#N.[Na+]>O>[C:20]([CH2:2][C:3]1[CH:4]=[C:5]([Br:19])[C:6]2[O:10][C:9]([Br:11])=[C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:7]=2[CH:18]=1)#[N:21]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 8929Sodium CyanideHCID 213199325-Bromomethyl-2,7-dibromo-3-phenylbenzofuran

Produkt 1

HCID 213199065-Cyanomethyl-2,7-dibromo-3-phenylbenzofuran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

A solution of 17.8 g. (0.040 mole) of 5-bromomethyl-2,7-dibromo-3-phenylbenzofuran in 150 ml. of N,N-dimethylformamide, 2.0 g. (0.04 mole) of sodium cyanide and 15 ml. of water is heated on a steam bath for 1.5 hours. The mixture is poured into one liter of water and stirred for about 16 hours. The mixture is extracted with 500 ml. of ethyl acetate, the extracts washed with water, then dried. Evaporation followed by trituration with hexane-ethyl acetate gives 5-cyanomethyl-2,7-dibromo-3-phenylbenzofuran as a white solid.

Aufarbeitung

  1. extractionThe mixture is extracted with 500 ml
  2. washof ethyl acetate, the extracts washed with water
  3. customdried
  4. customEvaporation

Quellen und Nachweise

ORD-Eintrag
ord-c3db855a9ec247f7b025540825bc0a75
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04153619

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