1,2-Dibromoethane → Diethyl (2-bromoethyl)phosphonate

HRID 2167671Notes

Reaction equation

[Br:1][CH2:2][CH2:3]Br.[P:5]([O:12]CC)([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8]>>[Br:1][CH2:2][CH2:3][P:5](=[O:12])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8]

Participants

Reactant 2

HCID 78391,2-Dibromoethane

HCID 31215Triethyl phosphite

Product 1

HCID 79218Diethyl (2-bromoethyl)phosphonate

Procedure

Commercially available 1,2-dibromoethane (1.0 equiv.) and triethyl phosphite (1.0 equiv.) were heated with microwave irradiation at 160° C. for 20 minutes. The resulting residue was purified by reverse phase high performance liquid chromatography (HPLC) (0.035% TFA in ACN: 0.05% TFA in H2O, C18 column) to give diethyl 2-bromoethylphosphonate as a colorless liquid.

Workup

customThe resulting residue was purified by reverse phase high performance liquid chromatography (HPLC) (0.035% TFA in ACN: 0.05% TFA in H2O, C18 column)

Sources & evidence

ORD record: ord-d790666b891e43a8b48fc9c705eb04da
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045470B2

Reaction notes

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