Hydrogen Bromide → 1-Bromo-4-phenylbutan-2-one

HRID 1532160Notes

Reaction equation

HRID 1532160 reaction equation
[BrH:1].[N+](=[CH:4][C:5](=[O:14])[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[N-]>>[Br:1][CH2:4][C:5](=[O:14])[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 541450391-Diazonio-4-phenylbut-1-en-2-olate

Product 1

HCID 126080271-Bromo-4-phenylbutan-2-one

Procedure

A 0° C. solution of the crude product from Step A (12.89 grams; dry dichloromethane; 150 mL) was treated dropwise with 48% HBr (36.0 mL). When outgassing ceased, the solution was warmed to ambient temperature. After 15 minutes, the reaction was partitioned (isopropyl acetate and water), washed twice with water and dried (magnesium sulfate). Filtration and evaporation furnished the title compound as an oil which crystallized on standing,

Workup

  1. customthe reaction was partitioned (isopropyl acetate and water)
  2. washwashed twice with water
  3. dry with materialdried (magnesium sulfate)
  4. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-1a76d34bc5064073b94de015bf02be26
Source dataset
uspto-grants-2001_03
Patent number
US06200998B1

Reaction notes

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