Phosphorus oxychloride → HCID 50913505, compound

HRID 1895543Notes

Reaction equation

HRID 1895543 reaction equation
[CH3:1][C:2]1([CH3:15])[O:6][C@H:5]([CH2:7][C:8]2([S:11]([O-])(=[O:13])=[O:12])[CH2:10][CH2:9]2)[CH2:4][O:3]1.[Na+].P(Cl)(Cl)([Cl:19])=O>>[CH3:1][C:2]1([CH3:15])[O:6][C@H:5]([CH2:7][C:8]2([S:11]([Cl:19])(=[O:13])=[O:12])[CH2:10][CH2:9]2)[CH2:4][O:3]1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 86667898HCID 86667898, compound

Product 1

HCID 50913505HCID 50913505, compound

Procedure

A solution of sodium (R)-1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)cyclopropane-1-sulfonate (1 eq) and phosphoryl trichloride (POCl3, 0.7 mL/mmol) is heated at 80° C. for 1 hour. The reaction mixture is cooled to room temperature, poured onto ice, stirred for 30 minutes and extracted with chloroform (2×). The combined organic extracts are dried (MgSO4) and concentrated under reduced pressure.

Workup

  1. additionpoured onto ice
  2. extractionextracted with chloroform (2×)
  3. dry with materialThe combined organic extracts are dried (MgSO4)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-541999e858c24964bbeedba606aa84d6
Source dataset
uspto-grants-2013_08
Patent number
US08513443B2

Reaction notes

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