Phenacyl bromide → HCID 12902850, compound

HRID 1389978Notes

Reaction equation

HRID 1389978 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][C:3]=1[OH:14].Br[CH2:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:18].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O>[Br:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][C:3]=1[O:14][CH2:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:18]

Participants

5

Reactant 3

HCID 6259Phenacyl bromideHCID 10340Sodium CarbonateHCID 272972-Bromo-4-phenylphenol

Product 1

HCID 12902850HCID 12902850, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 137 g. (0.55 mole) of 2-bromo-4-phenylphenol, 109 g. (0.55 mole) of α-bromoacetophenone and 75 g. of sodium carbonate in 1.5 liters of acetone is heated at its reflux temperature for six days, filtered, then evaporated. The white residue is recrystallized from a benzene-hexane mixture to provide white needles of α-(2-bromo-4-phenylphenoxy)acetophenone, m.p. 93°-95° C.

Workup

  1. additionA mixture of 137 g
  2. temperaturereflux temperature for six days
  3. filtrationfiltered
  4. customevaporated
  5. customThe white residue is recrystallized from a benzene-hexane mixture

Sources & evidence

ORD record
ord-65b80db579de43b699c588d388bda177
Source dataset
uspto-grants-1981_01
Patent number
US04247469

Reaction notes

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