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Potassium Carbonate → 7-Tetradecenyl bromomethyl sulfone

HRID 364247
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 364247
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[Br:15][CH2:16][S:17](Br)(=[O:19])=[O:18].C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[Br:15][CH2:16][S:17]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])(=[O:19])=[O:18]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 25209Tetradec-7-eneHCID 10977482Bromomethanesulfonyl bromide

Produkt 1

HCID 540523537-Tetradecenyl bromomethyl sulfoneAusbeute 100,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 7-tetradecene (3.92 g) and bromomethanesulfonyl bromide (7.14 g) in methylene chloride (8 mL) was irradiated at -15° C. with an ultraviolet lamp for 2 hours. A small amount of solid potassium carbonate was added and then removed by filtration. The reaction mixture was diluted with methylene chloride (100 mL) and triethylamine (3.0 g) was added. The reaction mixture was heated on a steam bath for 1 hour. The reaction mixture was washed with dilute HCl and water. The methylene chloride layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give 7.1 g (100% yield) of oily 7-tetradecenyl bromomethyl sulfone which was characterized by IR and NMR spectroscopy.

Aufarbeitung

  1. customwas irradiated at -15° C. with an ultraviolet lamp for 2 hours
  2. customremoved by filtration
  3. additionThe reaction mixture was diluted with methylene chloride (100 mL) and triethylamine (3.0 g)
  4. additionwas added
  5. temperatureThe reaction mixture was heated on a steam bath for 1 hour
  6. washThe reaction mixture was washed with dilute HCl and water
  7. customThe methylene chloride layer was separated
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customthe methylene chloride removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a4fddf5a2d444dcea3d0886e2dffc783
Quelldatensatz
uspto-grants-1986_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04604480

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