1,3-Diethyl 2-[2-(2,3-difluorophenyl)-2-methyl-1-oxopropyl]propanedioate → HCID 67099634, compound

HRID 1868685Notes

Reaction equation

HRID 1868685 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]([CH3:24])([CH3:23])[C:10]([CH:12]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15]CC)=O)=[O:11]>OS(O)(=O)=O>[F:8][C:7]1[C:2]([F:1])=[C:3]2[C:4]([C:13]([OH:15])=[C:12]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:10](=[O:11])[C:9]2([CH3:23])[CH3:24])=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 670999371,3-Diethyl 2-[2-(2,3-difluorophenyl)-2-methyl-1-oxopropyl]propanedioate

Product 1

HCID 67099634HCID 67099634, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To 10 mL concentrated H2SO4 stirred at room temperature, was added diethyl 2-(2-(2,3-difluorophenyl)-2-methylpropanoyl)malonate (1.53 g, 4.5 mmol). The mixture was stirred at room temperature for 2 hours, M+1=297. The mixture was then poured into 100 g crushed ice and extracted with EtOAc (3×50 mL). The combined organic layers were washed with brine (20 mL), dried over anhydrous Na2SO4, and concentrated in vacuo to give 1.2 g of the title compound as a pale yellow solid. MS (m/z)=297 (M+H)+.

Workup

  1. additionThe mixture was then poured into 100 g
  2. customcrushed ice
  3. extractionextracted with EtOAc (3×50 mL)
  4. washThe combined organic layers were washed with brine (20 mL)
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a2d6869bf1084e7d92f08cb98305b768
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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