Phosphorus oxide (P4O10) → HCID 67099749, compound

HRID 1868771Notes

Reaction equation

HRID 1868771 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:23])([CH3:22])[C:9]([CH:11]([C:17]([O:19]CC)=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[O:10])=[C:4]([F:24])[CH:3]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>OS(O)(=O)=O.CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]2[C:5](=[C:4]([F:24])[CH:3]=1)[C:8]([CH3:22])([CH3:23])[C:9](=[O:10])[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:17]2[OH:19]

Participants

5

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 67099789HCID 67099789, compound

Product 1

HCID 67099749HCID 67099749, compoundYield 39.3%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

To diethyl 2-(2-(4-chloro-2-fluorophenyl)-2-methylpropanoyl)malonate (2.20 g, 6.1 mmol), was added P2O5 (3.5 g, 25 mmol) in H2SO4 (3.3 mL) at 0° C. The reaction was then allowed to warm to ambient temperature and stirred for 1 hour. The reaction mixture was poured into ice, diluted with 100 mL of EtOAc, added to a separatory funnel, partitioned with water, washed 2 times with 75 mL of water, separated, dried over Na2SO4, and concentrated in vacuo to give the title compound (0.75 g) which was used without further purification. MS (m/z)=313 (M+H)+.

Workup

  1. additionThe reaction mixture was poured into ice
  2. additionadded to a separatory funnel
  3. custompartitioned with water
  4. washwashed 2 times with 75 mL of water
  5. customseparated
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1fada9c59ce64001931433bbf1a7376e
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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