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

HRID 629950Notes

Reaction equation

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

Participants

Reactant 2

HCID 6535Triethyl Phosphate

HCID 5934361,2-Bis(2-iodoethoxy)ethane

Product 1

HCID 86667775Diethyl 2-(2-(2-iodoethoxy)ethoxy)ethylphosphonate

Conditions

Temperature: 160 °C

Procedure

1,2-bis(2-iodoethoxy)ethane (1.0 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 using 85-100% EtOAc/Hex to give diethyl 2-(2-(2-iodoethoxy)ethoxy)ethylphosphonate as a colorless oil.

Workup

customThe crude mixture was purified by flash chromatography on a COMBIFLASH™ system

Sources & evidence

ORD record: ord-f3818b3ad7954ee0826a221853dbe838
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09315530B2

Reaction notes

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