Water → HCID 68717205, compound

HRID 1173309Notes

Reaction equation

HRID 1173309 reaction equation
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[Cl:7][C:8]([Cl:20])([Cl:19])[CH:9]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)O.O>C(Cl)Cl>[CH3:18][O:17][C:13]1[CH:14]=[CH:15][CH:16]=[C:11]([CH:9]([Cl:2])[C:8]([Cl:20])([Cl:19])[Cl:7])[CH:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24819Phosphorus pentachlorideHCID 13434525HCID 13434525, compound

Product 1

HCID 68717205HCID 68717205, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To a suspension of 2.4 g (11.0 mmol) of phosphorous pentachloride in 7.0 mL of CH2Cl2 was added a solution of 2.28 g (9.0 mmol) of the product of Step A in 5.0 mL of CH2Cl2. The reaction mixture became homogenous while it was stiffed at room temperature for 3 h. The reaction mixture was then cooled to 0° C. with an external ice-water bath and ice and water were added. The reaction mixture was allowed to warm to room temperature while stirring for 1 h, and was then extracted with CH2Cl2. The organic layers were combined, dried (Na2SO4), filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 5-20% EtOAc-hexane. Evaporation of the purified fractions afforded the title compound as a colorless oil.

Workup

  1. temperatureto warm to room temperature
  2. extractionwas then extracted with CH2Cl2
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified on a silica gel flash chromatography column
  7. washeluted with 5-20% EtOAc-hexane
  8. customEvaporation of the purified fractions

Sources & evidence

ORD record
ord-e47eee4d63e24de9b8206b2d732b97e0
Source dataset
uspto-grants-2010_11
Patent number
US07834062B2

Reaction notes

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