Potassium Bromide → 2-Bromohexanoic acid, (S)-

HRID 741855

Reaktionsgleichung

Reaktionsgleichung von HRID 741855
[Br-:1].[K+].N[C@@H:4]([C:9]([OH:11])=[O:10])[CH2:5][CH2:6][CH2:7][CH3:8].N([O-])=O.[Na+]>S(=O)(=O)(O)O>[Br:1][C@@H:4]([CH2:5][CH2:6][CH2:7][CH3:8])[C:9]([OH:11])=[O:10]

Komponenten

5

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

Potassium bromide (15.9 g., 133 mmol.) was added to a stirred solution of D-norleucine (5.0 g., 38 mmol.) in 2.5N sulfuric acid (77 ml.) at room temperature. The reaction mixture was cooled to -10° C. and solid sodium nitrite (3.94 g., 57 mmol.) was added portionwise, maintaining the temperature between -10° and -5° C. After addition was complete, the foamy reaction was stirred for 1 hour and then warmed to room temperature and stirred for another hour. The reaction mixture was then extracted twice with ether, the ether extracts were washed once with water, dried (magnesium sulfate), filtered and evaporated to give 3.3 g. of crude title product.

Aufarbeitung

  1. temperaturemaintaining the temperature between -10° and -5° C
  2. additionAfter addition
  3. customthe foamy reaction
  4. temperaturewarmed to room temperature
  5. stirringstirred for another hour
  6. extractionThe reaction mixture was then extracted twice with ether
  7. washthe ether extracts were washed once with water
  8. dry with materialdried (magnesium sulfate)
  9. filtrationfiltered
  10. customevaporated
  11. customto give 3.3 g

Quellen und Nachweise

ORD-Eintrag
ord-e9b032a2277a47bba5eae8688a10c509
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05552397

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