1,3-Dibromopropane → HCID 19389133, compound

HRID 1757842Notes

Reaction equation

HRID 1757842 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.[Br:9][CH2:10][CH2:11][CH2:12]Br.C(=O)([O-])[O-].[K+].[K+]>>[Br:9][CH2:10][CH2:11][CH2:12][O:8][C:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 115633-Bromophenol

Product 1

HCID 19389133HCID 19389133, compoundYield 58%

Procedure

A mixture of 5.0 g (0.029 mol) of 3-bromophenol, 29 ml (0.29 mol) of 1,3-dibromopropane and 12 g (0.087 mol) of potassium carbonate in 75 ml ofacetone was stirred ar reflux for 22 hours. The reaction mixture was filtered and the filtrate was concentrated at reduced pressure. The residue was purified by HPLC using 3% ethyl acetate-hexane to give 4.9 g (58% yield) of 3-(3-bromopropoxy)bromobenzene. The structure was confirmedby the nmr spectrum.

Workup

  1. temperaturereflux for 22 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated at reduced pressure
  4. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-ef60b74681bc437ca1c2948f493ae93b
Source dataset
uspto-grants-1995_08
Patent number
US05446189

Reaction notes

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