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Potassium Bromide → (2R)-2-bromo-4-methylpentanoic acid

HRID 52807
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 52807
[Br-:1].[K+].N[C@@H:4]([C:9]([OH:11])=[O:10])[CH2:5][CH:6]([CH3:8])[CH3:7].N([O-])=O.[Na+]>S(=O)(=O)(O)O>[Br:1][C@H:4]([CH2:5][CH:6]([CH3:8])[CH3:7])[C:9]([OH:11])=[O:10]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 253877Potassium BromideHCID 439524D-LeucineHCID 23668193Sodium Nitrite

Produkt 1

HCID 12697060(2R)-2-bromo-4-methylpentanoic acidAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

Potassium bromide (9.5 g., 80 mmol) was added to a stirred solution of D-leucine (3.0 g., 23 mmol) in 2.5N sulfuric acid (47 ml) at room temperature. The reaction mixture was cooled to -10° C. and solid sodium nitrite (2.4 g., 34 mmol) was added portionwise, maintaining the temperature between -10° and -5° C. After addition was complete, the 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 2.7 g of crude title product.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-29591748256047bbbf57f0113e857794
Quelldatensatz
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05616775

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