Phosphorus oxide (P4O10) → HCID 67099819, compound

HRID 1868893Notes

Reaction equation

HRID 1868893 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[Cl:15][C:16]1[CH:17]=[C:18]([C:23]([CH3:38])([CH3:37])[C:24]([CH:26]([C:32]([O:34]CC)=O)[C:27]([O:29][CH2:30][CH3:31])=[O:28])=[O:25])[CH:19]=[CH:20][C:21]=1[F:22]>OS(O)(=O)=O.C(OCC)C>[Cl:15][C:16]1[CH:17]=[C:18]2[C:19]([C:32]([OH:34])=[C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[C:24](=[O:25])[C:23]2([CH3:38])[CH3:37])=[CH:20][C:21]=1[F:22]

Participants

5

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 67099548HCID 67099548, compound

Product 1

HCID 67099819HCID 67099819, compound

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

P2O5 (1.43 g, 10.1 mmol) was suspended in H2SO4 (5.38 mL) and cooled to 0° C. Diethyl 2-(2-(3-chloro-4-fluorophenyl)-2-methylpropanoyl)malonate (3.62 g, 10.1 mmol) was added, and the reaction was stirred at 0° C. for 1 hour. The reaction mixture was poured into ice, diluted with 150 mL of diethyl ether, added to a separatory funnel, partitioned with water, washed with water (2×75 mL), separated, dried over Na2SO4, and concentrated in vacuo to the title compound (1.46 g) as a white amorphous solid after flash chromatography. MS m/e=313 (M+H)+.

Workup

  1. additionThe reaction mixture was poured into ice
  2. additionadded to a separatory funnel
  3. custompartitioned with water
  4. washwashed with water (2×75 mL)
  5. customseparated
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo to the title compound (1.46 g) as a white amorphous solid after flash chromatography

Sources & evidence

ORD record
ord-e78aae8eaa944b27b96df269a5a282bd
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

Loading…