Sodium borohydride → 1-Bromo-trans-1-octen-3-ol

HRID 67009

Reaktionsgleichung

Reaktionsgleichung von HRID 67009
[BH4-].[Na+].[Br:3]/[CH:4]=[CH:5]/[C:6](=[O:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]>C(O)C>[Br:3]/[CH:4]=[CH:5]/[CH:6]([OH:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 117903381-Bromo-trans-1-octen-3-one

Produkt 1

HCID 130462801-Bromo-trans-1-octen-3-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To an ice cooled mixture of 20 g. of sodium borohydride in 800 ml. of anhydrous ethanol is added 160 g. of crude 1-bromo-trans-1-octen-3-one (Example 992) over a period of 0.5 hour. The mixture is stirred for 2 hours with ice cooling and is then partitioned between ice water and benzene. The organic phase is washed with water and saturated brine, dried (Na2SO4), and evaporated to an oil. Distillation gives the product as an oil, b.p. 66°-68° C. (0.025 torr.).

Aufarbeitung

  1. additionmixture of 20 g
  2. customis then partitioned between ice water and benzene
  3. washThe organic phase is washed with water and saturated brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated to an oil
  6. distillationDistillation

Quellen und Nachweise

ORD-Eintrag
ord-9cd4942eecd649598de0cd794a0a2a0a
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04343949

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