N-bromobutanimide → HCID 54245390, compound

HRID 1704093Notes

Reaction equation

HRID 1704093 reaction equation
[CH3:1][O:2][C:3](=[O:22])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][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:23]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:23][CH:4]([C:5]1[CH:6]=[CH:7][C:8]([O:11][CH2:12][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:22]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 22761144HCID 22761144, compound

Product 1

HCID 54245390HCID 54245390, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 64 g of methyl{p-[2-(p-chlorophenoxy)ethoxy]phenyl}acetate and 37.4 g of N-bromosuccinimide in 800 ml of carbon tetrachloride is stirred and refluxed for 72 hours or until the reaction is complete. The solution is filtered and the filtrate passed through a silica gel column with carbon tetrachloride as eluent to give 49.4 g of white crystals, mp 76°-80° C.

Workup

  1. temperaturerefluxed for 72 hours or until the reaction
  2. filtrationThe solution is filtered

Sources & evidence

ORD record
ord-14c54f01b4b64552a1d4b74ad0ed78fb
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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