Dichloromethane → HCID 53942597, compound

HRID 729141Notes

Reaction equation

HRID 729141 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 86 gof 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 hoursuntil 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 magnesius 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 ×104 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 magnesius sulphate and removal of the solvent in vacuo
  4. customa colorless oil is obtained which
  5. distillationafter distillation

Sources & evidence

ORD record
ord-ef6b4d5837044cfe82b769fdc676a787
Source dataset
uspto-grants-1991_09
Patent number
US05051524

Reaction notes

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