Sulfuric Acid → HCID 68720633, compound

HRID 1787955Notes

Reaction equation

HRID 1787955 reaction equation
[Li+].[Cl-].[CH3:3][C:4]1[CH:9]=[CH:8][C:7]([P:10]([C:15](=[O:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:14])[O:11]CC)=[C:6]([CH3:23])[C:5]=1[CH3:24].OS(O)(=O)=O>CN(C)C=O>[CH3:3][C:4]1[CH:9]=[CH:8][C:7]([P:10]([C:15](=[O:22])[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)(=[O:11])[OH:14])=[C:6]([CH3:23])[C:5]=1[CH3:24]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 433294Lithium ChlorideHCID 68829438HCID 68829438, compound

Product 1

HCID 68720633HCID 68720633, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
35 °C

Procedure

17 g of LiCl were dissolved in 250 ml of dimethylformamide in a 2 l stirred flask fitted with internal thermometer and condenser. A solution of 86 g of ethyl trimethylbenzoylphenylphosphinate in 50 ml of DMF was subsequently added dropwise over the course of one hour. The reaction mixture was subsequently stirred overnight at 65° C. 850 ml of ice-water were added dropwise to the mixture, giving a slightly cloudy solution. After warming to 35° C., 450 ml of 0.5 M H2SO4 were added until a pH of 1.5-2 had been reached, whereupon colorless crystals were precipitated. Stirring was continued at 5° C. for one hour. The crystals were filtered off and washed twice with 200 ml of water each time. Drying gave 71.7 g of 98% pure trimethylbenzoylphenylphosphinic acid (HPLC).

Workup

  1. customfitted with internal thermometer and condenser
  2. customgiving a slightly cloudy solution
  3. customwere precipitated
  4. stirringStirring
  5. waitwas continued at 5° C. for one hour
  6. filtrationThe crystals were filtered off
  7. washwashed twice with 200 ml of water each time
  8. customDrying

Sources & evidence

ORD record
ord-60ff1548a5584a9a8bd3eac1f36012ec
Source dataset
uspto-grants-2009_03
Patent number
US07511084B2

Reaction notes

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