Gamma-Butyrolactone → 1-Butanol, 4-(butylamino)-

HRID 902234

Reaktionsgleichung

Reaktionsgleichung von HRID 902234
C(N)CCC.C1(=O)OCCC1.[CH2:12]([NH:16][C:17](=O)[CH2:18][CH2:19][CH2:20][OH:21])[CH2:13][CH2:14][CH3:15].CC(C[AlH]CC(C)C)C>C1(C)C=CC=CC=1>[CH2:12]([NH:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21])[CH2:13][CH2:14][CH3:15]

Komponenten

6

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A solution of 8.1 g (110 mmol) of n-butylamine and 8.6 g of butyrolactone in 50 ml toluene was allowed to reflux under nitrogen atmosphere for 50 hours. Volatile solvents were removed in vacuo. To a solution of 3.18 gm (20 mmol) of the resultant N-butyl 4-hydroxybutyramide in 50 ml of toluene were added 120 ml (120 mmol) DIBAL (25% W). The solution was heated with stirring at 70° C. for 18 hours. After cooling to 0° C., the reaction was quenched with methanol (⅓ amount of DIBAL solution was used) followed by addition of saturated solution of Rochelle's salt. The mixture was extracted twice with EtOAc; the organic extracts were washed with brine and dried over Na2SO4.

Aufarbeitung

  1. temperatureto reflux under nitrogen atmosphere for 50 hours
  2. customVolatile solvents were removed in vacuo
  3. temperatureThe solution was heated
  4. temperatureAfter cooling to 0° C.
  5. customthe reaction was quenched with methanol (⅓ amount of DIBAL solution was used)
  6. additionfollowed by addition of saturated solution of Rochelle's salt
  7. extractionThe mixture was extracted twice with EtOAc
  8. washthe organic extracts were washed with brine
  9. dry with materialdried over Na2SO4

Quellen und Nachweise

ORD-Eintrag
ord-e32eb1e1828b4cbe8a624e9123ce62fc
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07365093B2

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