Acetonitrile → HCID 178468846, compound

HRID 2417645Notes

Reaction equation

HRID 2417645 reaction equation
C(#N)C.[C:4]([N:7]1[CH:11]=[CH:10][N:9]=[CH:8]1)(=[O:6])[CH3:5].[CH2:12]([O:14][C:15]([C:17]1[CH:26]=[CH:25][C:20]([CH:21]=[CH:22][CH2:23][Br:24])=[CH:19][CH:18]=1)=[O:16])[CH3:13]>C(OCC)C>[Br-:24].[C:4]([N+:7]1[CH:11]=[CH:10][N:9]([CH2:23][CH:22]=[CH:21][C:20]2[CH:25]=[CH:26][C:17]([C:15]([O:14][CH2:12][CH3:13])=[O:16])=[CH:18][CH:19]=2)[CH:8]=1)(=[O:6])[CH3:5]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 171741-(1H-Imidazol-1-yl)ethanoneHCID 54306695Ethyl 4-(3-bromoprop-1-en-1-yl)benzoate

Product 1

HCID 178468846HCID 178468846, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
60 °C

Procedure

To 10 ml of dry acetonitrile were added 3.3 g of 1-acetylimidazole and 8.04 g of 4-ethoxycarbonylcinnamyl bromide, and the mixture was heated for 3 hours at 60° C. under stirring. After cooling, to the reaction mixture was added an adequate amount of dry diethyl ether and the resulting powder was collected by filtration and dried to obtain 10.8 g of 1-acetyl-3-(4-ethoxycarbonylcinnamyl)-imidazolium bromide. (colorless hygroscopic amorphous).

Workup

  1. temperatureAfter cooling, to the reaction mixture
  2. filtrationthe resulting powder was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-9d9a533092cc4c78b025e15141364be4
Source dataset
uspto-grants-1984_09
Patent number
US04469865

Reaction notes

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