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

HRID 1926545Notes

Reaction equation

HRID 1926545 reaction equation
[Br:1][CH2:2][CH2:3]Br.[CH2:5]([O:7][P:8]([O:12]CC)[O:9][CH2:10][CH3:11])[CH3:6]>>[Br:1][CH2:2][CH2:3][P:8](=[O:12])([O:9][CH2:10][CH3:11])[O:7][CH2:5][CH3:6]

Participants

3

Reactant 2

HCID 78391,2-DibromoethaneHCID 31215Triethyl phosphite

Product 1

HCID 79218Diethyl (2-bromoethyl)phosphonateYield 95%

Conditions

Temperature
65 °C

Procedure

1,2-dibromoethane (69 ml, 0.8 mol) was poured into a two-necked 150 mL round-bottom flask. Triethylphosphite (34.3 ml, 0.2 mol) was added under stirring and the mixture was then refluxed for 2 hours. The excess of 1,2-dibromoethane was removed by rotary evaporation under gentle warming at 60-70° C. The residue was distilled under reduced pressure (2 mmHg, 95-105° C. or 1 mmHg, 75° C.). Yield 95%.

Workup

  1. temperaturethe mixture was then refluxed for 2 hours
  2. customThe excess of 1,2-dibromoethane was removed by rotary evaporation
  3. distillationThe residue was distilled under reduced pressure (2 mmHg, 95-105° C. or 1 mmHg, 75° C.)

Sources & evidence

ORD record
ord-d308022dde224b7aa9549559bfcfd9f4
Source dataset
uspto-grants-2012_05
Patent number
US08182789B2

Reaction notes

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