Triethyl Phosphate → Diethyl 2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethylphosphonate

HRID 2407902Notes

Reaction equation

I[CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][I:13].[P:14](OCC)([O:19][CH2:20][CH3:21])([O:16][CH2:17][CH3:18])=[O:15]>>[I:13][CH2:12][CH2:11][O:10][CH2:9][CH2:8][O:7][CH2:6][CH2:5][O:4][CH2:3][CH2:2][P:14](=[O:15])([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18]

Participants

Reactant 2

HCID 6535Triethyl Phosphate

HCID 11101742Ethane, 1,1'-oxybis[2-(2-iodoethoxy)-

Product 1

HCID 86678292Diethyl 2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethylphosphonate

Conditions

Temperature: 160 °C

Procedure

1-iodo-2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethane (1 eq) was mixed with triethyl phosphate (1 eq) then heated to 160° C. for 20 minutes by microwave. The crude mixture was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-10% MeOH/DCM to give the product as a yellow oil.

Workup

customThe crude mixture was purified by flash chromatography on a COMBIFLASH® system (ISCO)

Sources & evidence

ORD record: ord-85f9b56d57da4775ad9eda82e0aa1b97
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08808703B2

Reaction notes

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