Triethyl phosphite → Diethyl (Methoxymethyl)phosphonate

HRID 727503Notes

Reaction equation

HRID 727503 reaction equation
C([O:3][P:4]([O:8][CH2:9][CH3:10])[O:5][CH2:6][CH3:7])C.[CH3:11][O:12][CH2:13]Br>>[CH3:11][O:12][CH2:13][P:4](=[O:3])([O:5][CH2:6][CH3:7])[O:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 83093Bromomethyl methyl ether

Product 1

HCID 11658394Diethyl (Methoxymethyl)phosphonateYield 98%

Procedure

To a sample of 17.90 mL (0.104 mol) of triethylphosphite at -78° C. under argon was added dropwise 8.50 mL (0.104 mol) of bromomethyl methyl ether. The mixture slowly warmed to RT and stirred for 24 h, when it was fractionally distilled (bp 100° C., 5 mm) to provide 16.22 g (98%) of title compound as a pale yellow oil.

Workup

  1. distillationwhen it was fractionally distilled (bp 100° C., 5 mm)

Sources & evidence

ORD record
ord-0b7119dc8d774405a3fdba45b59b6cd5
Source dataset
uspto-grants-1998_01
Patent number
US05712396

Reaction notes

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