Tert-Butylamine → 4-(tert-Butylamino)-4-oxobutanoic acid

HRID 2061233Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2061233
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[C:8]([NH2:12])([CH3:11])([CH3:10])[CH3:9]>ClCCl>[C:8]([NH:12][C:1](=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5])([CH3:11])([CH3:10])[CH3:9]

Komponenten

4

Edukt 2

HCID 6385Tert-ButylamineHCID 7922Succinic anhydride

Produkt 1

HCID 2450094-(tert-Butylamino)-4-oxobutanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3.07 g (30.6 mmol) of succinic anhydride was suspended in 30 ml of dichloromethane. 4.1 ml (34.5 mmol) of t-butylamine was dropped into the suspension, and the resultant mixture was stirred at room temperature for 1 hour. White crystals thus formed were washed with ethyl acetate and then dissolved in 40 ml of 1 N aqueous sodium hydroxide solution. The resultant solution was stirred at room temperature for 2 hours and then acidified with 1 N aqueous hydrochloric acid solution under cooling with ice. After extracting with ethyl acetate, the organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain the title compound.

Aufarbeitung

  1. customWhite crystals thus formed
  2. washwere washed with ethyl acetate
  3. dissolutiondissolved in 40 ml of 1 N aqueous sodium hydroxide solution
  4. temperatureunder cooling with ice
  5. extractionAfter extracting with ethyl acetate
  6. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c366d52184104f10ba2610b45b3f6d91
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08278329B2

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