Acetophenone → 1,1-Dicyano-2-phenyl-2-(1-bromoethyl)ethylene

HRID 2052543Notes

Reaction equation

HRID 2052543 reaction equation
[Br:1]Br.[C:3]1([C:9](=[C:12]([C:15]#[N:16])[C:13]#[N:14])[CH2:10][CH3:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(C1C=CC=CC=1)(=O)C>C1C=CC=CC=1>[Br:1][CH:10]([CH3:11])[C:9](=[C:12]([C:13]#[N:14])[C:15]#[N:16])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 7410AcetophenoneHCID 24408BromineHCID 25275Malononitrile, (1-phenylpropylidene)-

Product 1

HCID 35853951,1-Dicyano-2-phenyl-2-(1-bromoethyl)ethylene

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2.7 ml of bromine are added to 9.1 g of 1-phenylpropylidene-propanedinitrile and 0.2 g of acetophenone in 100 ml of benzene and the mixture is stirred at room temperature for 1.5 hours. The residue obtained after evaporation under vacuum is recrystallised from 25 ml of ethanol. 11,7 g of 2-bromo-1-phenyl-propylidene-propanedinitrile melting at 103° to 104° C. are obtained.

Workup

  1. customThe residue obtained
  2. customafter evaporation under vacuum
  3. customis recrystallised from 25 ml of ethanol

Sources & evidence

ORD record
ord-fb50268784624b5191d084c34fb33e27
Source dataset
uspto-grants-1980_01
Patent number
US04186012

Reaction notes

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