Hydrochloric Acid → 3-(2-Bromophenyl)-2-methylpropanoic acid

HRID 1585973Notes

Reaction equation

HRID 1585973 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]([CH3:15])[C:10]([O:12]CC)=[O:11].[OH-].[K+].O.Cl>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]([CH3:15])[C:10]([OH:12])=[O:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 21217380Ethyl 3-(2-bromophenyl)-2-methylpropionate

Product 1

HCID 121623533-(2-Bromophenyl)-2-methylpropanoic acidYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

65.5 g of ethyl 3-(2-bromophenyl)-2-methylpropionate (243 mmole) and 20.5 g of potassium hydroxide (364 mmole) were dissolved in 250 ml of ethanol and heated under reflux for 6 hours, and 500 ml of water was added. After 50 ml of concentrated hydrochloric acid was added, and the product was then extracted with toluene, dried and concentrated to give 37.8 g of 3-(2-bromophenyl)-2-methylpropionic acid as a yellow oil (yield, 89%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 6 hours
  3. extractionthe product was then extracted with toluene
  4. customdried
  5. concentrationconcentrated
  6. customto give

Sources & evidence

ORD record
ord-1ef45c7df95a4e70b51d23edb1e8d442
Source dataset
uspto-grants-1999_08
Patent number
US05942459

Reaction notes

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