N-bromobutanimide → HCID 54515270, compound

HRID 1704123Notes

Reaction equation

HRID 1704123 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH:12]([CH3:22])[CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[CH:7][CH:6]=1.[Br:24]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:24][CH:4]([C:5]1[CH:6]=[CH:7][C:8]([O:11][CH:12]([CH3:22])[CH2:13][O:14][C:15]2[CH:16]=[CH:17][C:18]([Cl:21])=[CH:19][CH:20]=2)=[CH:9][CH:10]=1)[C:3]([O:2][CH3:1])=[O:23]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 22761101HCID 22761101, compound

Product 1

HCID 54515270HCID 54515270, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 10.0 g of methyl{p-[2-(p-chlorophenoxy)-1-methylethoxy]phenyl}acetate, 5.87 g of N-bromosuccinimide and 120 ml of carbon tetrachloride is stirred and refluxed for 5 days. The mixture is cooled, filtered and the filtrate is passed through a short column of silica gel (125 ml cuts). The first two cuts are combined and the solvent removed to give 12.0 g of colorless gum.

Workup

  1. temperaturerefluxed for 5 days
  2. temperatureThe mixture is cooled
  3. filtrationfiltered
  4. customthe solvent removed

Sources & evidence

ORD record
ord-3e8433863b384a559930d87437d537f7
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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