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

HRID 436106

Reaktionsgleichung

Reaktionsgleichung von HRID 436106
[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-f5b8bc9d00db43c78d66e9b70db3df59
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04007210

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