Sodium borohydride → (2-Trimethylsilyl-4-furyl)methanol

HRID 273967Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273967
[CH3:1][Si:2]([CH3:11])([CH3:10])[C:3]1[O:4][CH:5]=[C:6]([CH:8]=[O:9])[CH:7]=1.[BH4-].[Na+]>CO>[OH:9][CH2:8][C:6]1[CH:7]=[C:3]([Si:2]([CH3:11])([CH3:10])[CH3:1])[O:4][CH:5]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 156632515-(Trimethylsilyl)furan-3-carbaldehyde

Produkt 1

HCID 13333558(2-Trimethylsilyl-4-furyl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

2-Trimethylsilyl-4-furaldehyde (1.57 g, 9.35 mmol) was added to a suspension of sodium borohydride (424 mg, 11.2 mmol) in methanol (10 ml) at 0° C. After 45 minutes, most of the methanol was evaporated and the residue taken up in ethyl ether. The ethyl ether extracts were combined, washed (water), dried (magnesium sulfate) and evaporated to dryness to give an oil, which was purified by flash chromatography on silica using 30% ethyl ether/hexane to give the title alcohol as a pale yellow oil.

Aufarbeitung

  1. custommost of the methanol was evaporated
  2. washwashed (water)
  3. dry with materialdried (magnesium sulfate)
  4. customevaporated to dryness
  5. customto give an oil, which
  6. customwas purified by flash chromatography on silica using 30% ethyl ether/hexane

Quellen und Nachweise

ORD-Eintrag
ord-0381c8e967c94b669ec2927800657379
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05387606

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