Sulfuryl chloride → HCID 54551947, compound

HRID 1449376Notes

Reaction equation

HRID 1449376 reaction equation
S(Cl)([Cl:4])(=O)=O.[CH:6]([O:9][P:10]([CH:16]([CH:18]=[O:19])[CH3:17])(=[O:15])[O:11][CH:12]([CH3:14])[CH3:13])([CH3:8])[CH3:7]>C(Cl)(Cl)(Cl)Cl>[CH:12]([O:11][P:10]([C:16]([CH:18]=[O:19])([Cl:4])[CH3:17])(=[O:15])[O:9][CH:6]([CH3:7])[CH3:8])([CH3:13])[CH3:14]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 12885670HCID 12885670, compound

Product 1

HCID 54551947HCID 54551947, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

At 10° C., a solution of 14 g (0.104 mole) of sulfuryl chloride in 50 ml of carbon tetrachloride is dripped into a solution of 22.2 g (0.1 mole) of α-formylethanephosphonic acid diisopropyl ester in 150 ml of carbon tetrachloride. The reaction mixture is stirred for 3 hours at room temperature and the solvent is then distilled off under reduced pressure. The residue is taken up in ether, washed with 5% sodium bicarbonate solution and then with saturated sodium chloride solution, and dried over sodium sulfate. The ether is stripped off under reduced pressure. There is obtained 24 g (93.5% of theory) of α-formyl-α-chloroethanephosphonic acid diisopropyl ester.

Workup

  1. customAt 10° C.
  2. distillationthe solvent is then distilled off under reduced pressure
  3. washwashed with 5% sodium bicarbonate solution
  4. dry with materialwith saturated sodium chloride solution, and dried over sodium sulfate

Sources & evidence

ORD record
ord-4d84b74e0568431eab60a3ddc0c5fd69
Source dataset
uspto-grants-1980_02
Patent number
US04190650

Reaction notes

Loading…