Acetic Acid → HCID 59478552, compound

HRID 450759Notes

Reaction equation

HRID 450759 reaction equation
Br[CH:2](Br)[C:3]1[CH:4]=[C:5]([C:9]([CH3:16])([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:6]=[CH:7][CH:8]=1.C(O)(=[O:20])C.C([O-])(=O)C.[K+].Cl>O>[CH:2]([C:3]1[CH:4]=[C:5]([C:9]([CH3:16])([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:6]=[CH:7][CH:8]=1)=[O:20]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 517044Potassium AcetateHCID 59478970HCID 59478970, compound

Product 1

HCID 59478552HCID 59478552, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

To a mixed liquid of 2.95 g of ethyl 2-[3-(dibromomethyl)phenyl]-2-methylpropionate and 30 ml of acetic acid was added 4.77 g of potassium acetate, followed by stirring at 100° C. for 6 hours. After cooling the reaction solution, 10 ml of 6 M hydrochloric acid was added thereto, followed by stirring at room temperature for 2 hours. The reaction solution was poured into water, followed by extraction with hexane, and the organic layer was washed with water and a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and the solvent was then evaporated to obtain 1.74 g of ethyl 2-(3-formylphenyl)-2-methylpropionate as a colorless oily substance.

Workup

  1. additionwas added
  2. stirringby stirring at room temperature for 2 hours
  3. extractionfollowed by extraction with hexane
  4. washthe organic layer was washed with water
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customthe solvent was then evaporated

Sources & evidence

ORD record
ord-e5d4576ae4f243debb3156b4be5d7ab0
Source dataset
uspto-grants-2013_07
Patent number
US08486970B2

Reaction notes

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