Bromine → HCID 12902854, compound

HRID 128088Notes

Reaction equation

HRID 128088 reaction equation
[C:1]1([C:7]2[C:11]3[CH:12]=[C:13]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:14]=[C:15]([C:16]([OH:18])=[O:17])[C:10]=3[O:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O1CCOCC1.[Br:31]Br>C(Cl)(Cl)Cl>[Br:31][C:8]1[O:9][C:10]2[C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[CH:12][C:11]=2[C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 312751,4-DioxaneHCID 12902853HCID 12902853, compound

Product 1

HCID 12902854HCID 12902854, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 4.0 g. (0.013 mole) of the product of step D in 50 ml. of dioxane is treated with 2.4 g. of bromine in 450 ml. of chloroform, and the mixture is heated at its reflux temperature overnight. The solution is cooled, washed with water, dried and then evaporated. The residue is triturated with hexane to provide 2-bromo-3,5-diphenylbenzofuran-7-carboxylic acid as a white solid, m.p. 232°-236° C.

Workup

  1. temperaturereflux temperature overnight
  2. temperatureThe solution is cooled
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. customThe residue is triturated with hexane

Sources & evidence

ORD record
ord-35789276bc3b4dd98b2afc2a586f9bf1
Source dataset
uspto-grants-1981_03
Patent number
US04258213

Reaction notes

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