Formic Acid → HCID 10997598, compound

HRID 244366Notes

Reaction equation

HRID 244366 reaction equation
Br[CH:2]([CH3:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[CH:12]([OH:14])=[O:13].C(N(CC)CC)C.O>C(#N)C>[CH:12]([O:14][CH:2]([CH3:11])[C:3](=[O:4])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:13]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 962WaterHCID 8471TriethylamineHCID 164522-Bromopropiophenone

Product 1

HCID 10997598HCID 10997598, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-bromo-1-phenylpropan-1-one (25 g) in acetonitrile (250 ml) was added formic acid (7.7 ml), and thereto was added dropwise triethylamine (25 ml) under ice-cooling. Then, the mixture was stirred at room temperature for 5 hours. After the reaction was completed, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate solution was washed with water and aqueous sodium chloride solution, dried over magnesium sulfate, and filtered and concentrated to give the title compound (19 g). The obtained crude product was used in the next reaction without further purification.

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe ethyl acetate solution was washed with water and aqueous sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-1037c6ab0671458980662fe5bb816d26
Source dataset
uspto-grants-2014_02
Patent number
US08658639B2

Reaction notes

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