Sodium borohydride → 1-(Furan-2-yl)-2-(3-methoxyphenyl)ethan-1-ol

HRID 1803630

Reaktionsgleichung

Reaktionsgleichung von HRID 1803630
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:16])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1.[BH4-].[Na+]>CO>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([OH:16])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 610568711-(Furan-2-yl)-2-(3-methoxyphenyl)ethan-1-one

Produkt 1

HCID 627174681-(Furan-2-yl)-2-(3-methoxyphenyl)ethan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1-(Furan-2-yl)-2-(3-methoxyphenyl)ethan-1-one (20 g, 92.56 mmol) was dissolved in MeOH (200 mL), and NaBH4 (3.5 g, 92.52 mmol) was slowly added to the solution at 5° C. After the reaction was completed, the solution was quenched with H2O, and the MeOH was evaporated. The residue was extracted with EtOAc and the organic layer was washed with brine, dried over MgSO4, and evaporated to give the 1-(furan-2-yl)-2-(3-methoxyphenyl)ethan-1-ol as yellow oil: 20 g (crude yield: 98%)

Aufarbeitung

  1. customthe solution was quenched with H2O
  2. customthe MeOH was evaporated
  3. extractionThe residue was extracted with EtOAc
  4. washthe organic layer was washed with brine
  5. dry with materialdried over MgSO4
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-cfc50fc9df124071abe328827218eeae
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08350090B1

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