1,2-Dibromoethane → 2-Bromoethyl di-tert-butyl phosphate

HRID 640024Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 640024
[C:1]([O:5][P:6]([O-:13])([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].C([N+](CCCC)(CCCC)CCCC)CCC.[Br:31][CH2:32][CH2:33]Br>C(COC)OC>[P:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])([O:13][CH2:33][CH2:32][Br:31])=[O:7]

Komponenten

4

Edukt 2

HCID 78391,2-DibromoethaneHCID 22339116Tetra-n-butylammonium di-tert-butylphosphate

Produkt 1

HCID 866093932-Bromoethyl di-tert-butyl phosphateAusbeute 46,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

Tetra-n-butylammonium di-tert-butyl phosphate (4.0 g, 8.87 mmol) and 1,2-dibromoethane (5.0 g, 26.7 mmol) in dimethoxyethane (20 ml) were stirred and refluxed for 4 hr. then cooled to room temperature and filtered. The filtrate was concentrated, diluted with diethyl ether, washed with 20% aqueous potassium carbonate solution, dried over magnesium sulphate and evaporated to leave a colourless oil. The crude product was purified by silica gel chromatography eluting with a 20-50% mixture of ethyl acetate in iso-hexane to give 2-bromoethyl di-tert-butyl phosphate (1.3 g, 46% yield) as a colourless oil:

Aufarbeitung

  1. temperaturerefluxed for 4 hr
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated
  4. additiondiluted with diethyl ether
  5. washwashed with 20% aqueous potassium carbonate solution
  6. dry with materialdried over magnesium sulphate
  7. customevaporated
  8. customto leave a colourless oil
  9. customThe crude product was purified by silica gel chromatography
  10. washeluting with a 20-50% mixture of ethyl acetate in iso-hexane

Quellen und Nachweise

ORD-Eintrag
ord-1de61de38a7945d6a4e6511e38a4134c
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691867B2

Notizen zur Reaktion

Wird geladen…