Dichloromethane → HCID 53942597, compound

HRID 2050708Notes

Reaction equation

HRID 2050708 reaction equation
[PH2:1]([OH:3])=[O:2].[CH:4](OCCC)([O:9][CH2:10][CH2:11][CH3:12])[O:5][CH2:6][CH2:7][CH3:8].F[C:18](F)(F)[C:19](O)=O.Cl[CH2:25]Cl>>[CH2:25]([O:2][P:1]([CH:4]([O:5][CH2:6][CH2:7][CH3:8])[O:9][CH2:10][CH2:11][CH3:12])[OH:3])[CH2:18][CH3:19]

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 69311Tripropyl orthoformateHCID 4124402Phosphinic Acid

Product 1

HCID 53942597HCID 53942597, compound

Procedure

A mixture of 6.6 g of hypophosphorous acid (95% solution in water) and 6 g of tri-n-propyl orthoformate is treated with 0.77 ml of trifluoracetic acid. The two-phase mixture is stirred at room temperature for 48-72 hours until the reaction is complete. This can be monitored by 31P-NMR or thin layer chromatography. The reaction mixture is diluted with 200 ml of dichloromethane and washed twice with 150 ml of a saturated aqueous solution of sodium bicarbonate. After drying the dichloromethane layer over anhydrous magnesium sulphate and removal of the solvent in vacuo, a colorless oil is obtained which after distillation affords di-n-propyloxymethylphosphonous acid n-propyl ester, b.p. 45°/2×10 mbar.

Workup

  1. washwashed twice with 150 ml of a saturated aqueous solution of sodium bicarbonate
  2. dry with materialAfter drying the dichloromethane layer
  3. customover anhydrous magnesium sulphate and removal of the solvent in vacuo
  4. customa colorless oil is obtained which
  5. distillationafter distillation

Sources & evidence

ORD record
ord-8f45250915514c7d9f57db1ea5833db2
Source dataset
uspto-grants-1991_05
Patent number
US05013863

Reaction notes

Loading…