1,3-Dibromopropane → HCID 15096978, compound

HRID 345558Notes

Reaction equation

HRID 345558 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].[Br:11][CH2:12][CH2:13][CH2:14]Br.[OH-].[Na+]>O>[Br:11][CH2:12][CH2:13][CH2:14][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9]

Participants

5

Reactant 3

HCID 80011,3-DibromopropaneHCID 83752'-HydroxyacetophenoneHCID 14798Sodium Hydroxide

Product 1

HCID 15096978HCID 15096978, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a stirred and refluxing mixture of 136 parts of 1-(2-hydroxyphenyl)ethanone and 222 parts of 1,3-dibromopropane in 500 parts of water was added dropwise a solution of 40 parts of sodium hydroxide in 140 parts of water. Upon completion, stirring was continued at reflux temperature overnight. The organic layer was separated, dried and distilled, yielding 80 parts of 1-[2-(3-bromopropoxy)phenyl]ethanone; bp. 135° C. at 0.05 mm. pressure (intermediate 77).

Workup

  1. temperaturerefluxing
  2. stirringUpon completion, stirring
  3. temperatureat reflux temperature overnight
  4. customThe organic layer was separated
  5. customdried
  6. distillationdistilled

Sources & evidence

ORD record
ord-745c2ffaca1f4cc2b449314f0cecc32d
Source dataset
uspto-grants-1991_10
Patent number
US05057525

Reaction notes

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