Water → 3,5-Heptanediol

HRID 132713

Reaktionsgleichung

Reaktionsgleichung von HRID 132713
[BH4-].[Na+].[OH-].[Na+].O.[CH3:6][CH2:7][C:8](=[O:14])[CH2:9][C:10](=[O:13])[CH2:11][CH3:12]>CO>[CH3:6][CH2:7][CH:8]([OH:14])[CH2:9][CH:10]([OH:13])[CH2:11][CH3:12]

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 819233,5-HeptanedioneHCID 4311764Sodium borohydride

Produkt 1

HCID 126413673,5-HeptanediolAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To the mixture of 2.5 g sodium borohydride, 0.05 g sodium hydroxide, and 25 ml water, was added dropwise the solution of 14.2 g 3,5-heptandione in 30 ml methanol at 0-10° C. Upon completion, the solvent was removed by reduced pressure distillation, and the residue was continuously extracted with 40 ml ethyl acetate for 15 hours. The solvent was removed to give 3,5-heptandiol as a white solid with the yield 90%, m.p. 60-65° C. IR spectrum had a strong absorption peak at 3400 cm−1, but had no absorption peak at about 1700 cm−1.

Aufarbeitung

  1. customUpon completion, the solvent was removed by reduced pressure distillation
  2. extractionthe residue was continuously extracted with 40 ml ethyl acetate for 15 hours
  3. customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-ad13ed444e8b4347b3b3d16ae5dc96b7
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07388061B2

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