N-bromobutanimide → HCID 21520278, compound

HRID 1282829Notes

Reaction equation

HRID 1282829 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH2:9]([C:11]1[C:19]2[O:18][C:17]([C:20]3([CH3:25])[O:24][CH2:23][CH2:22][O:21]3)=[CH:16][C:15]=2[CH:14]=[CH:13][CH:12]=1)[CH3:10]>C(Cl)(Cl)(Cl)Cl>[Br:1][CH:9]([C:11]1[C:19]2[O:18][C:17]([C:20]3([CH3:25])[O:24][CH2:23][CH2:22][O:21]3)=[CH:16][C:15]=2[CH:14]=[CH:13][CH:12]=1)[CH3:10]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 21520276HCID 21520276, compound

Product 1

HCID 21520278HCID 21520278, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
0 °C

Procedure

28.0 g of recrystallized N-bromosuccinimide were added to a solution of 32.5 g of 7-ethyl-2-(2-methyl-1,3-dioxolan-2-yl)benzofuran in 480 ml of carbon tetrachloride. The resulting suspension was stirred and heated under reflux for 12 hours. The mixture was cooled overnight at 0°C, precipitated succinimide was filtered off and the filtrate was evaporated at 30°C under reduced pressure. There was thus obtained crude 7-(1'-bromoethyl)-2-(2-methyl-1,3-dioxolan-2-yl) benzofuran which was used immediately in the next stage. The structure of this compound was confirmed by spectral data.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 12 hours
  3. customprecipitated succinimide
  4. filtrationwas filtered off
  5. customthe filtrate was evaporated at 30°C under reduced pressure

Sources & evidence

ORD record
ord-89321039a3d14ea28719b7e82301cda5
Source dataset
uspto-grants-1976_08
Patent number
US03972900

Reaction notes

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