Dicyclohexylcarbodiimide → 5-Bromopentanoic acid p-benzoylaminophenyl ester

HRID 1105647Notes

Reaction equation

HRID 1105647 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].C1(N=C=NC2CCCCC2)CCCCC1.[C:24]([NH:32][C:33]1[CH:38]=[CH:37][C:36](O)=[CH:35][CH:34]=1)(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C1C=CC=CC=1>[C:24]([NH:32][C:33]1[CH:38]=[CH:37][C:36]([O:7][C:6](=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2][Br:1])=[CH:35][CH:34]=1)(=[O:31])[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 163685-Bromovaleric acidHCID 459327Benzamide, N-(4-hydroxyphenyl)-

Product 1

HCID 543960075-Bromopentanoic acid p-benzoylaminophenyl ester

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 9 g. of 5-bromopentanoic acid, 10.2 g. of dicyclohexyl carbodiimide and 10.75 g. of p-benzoylaminophenol was boiled for 2 hours in benzene. After cooling, the solution was filtered and the solvent distilled off. As a residue 5-bromopentanoic acid p-benzoylaminophenyl ester was obtained.

Workup

  1. additionA mixture of 9 g
  2. temperatureAfter cooling
  3. filtrationthe solution was filtered
  4. distillationthe solvent distilled off

Sources & evidence

ORD record
ord-1d33917e1e7f43d980742e3e40424eeb
Source dataset
uspto-grants-1982_01
Patent number
US04309441

Reaction notes

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