Hydrochloric Acid → 5-Pentyloxy-1-pentanol

HRID 2260188

Reaktionsgleichung

Reaktionsgleichung von HRID 2260188
[H-].[Na+].Br[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:9]([OH:15])[CH2:10][CH2:11][CH2:12][CH2:13][OH:14].Cl>CN(C)C=O>[CH2:4]([O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][OH:15])[CH2:5][CH2:6][CH2:7][CH3:8]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 80571-BromopentaneHCID 81051,5-PentanediolHCID 24758Sodium hydride

Produkt 1

HCID 141235455-Pentyloxy-1-pentanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Sodium hydride (60%, 4.2 g) and then 12 ml of 1-bromopentane were added to a solution of 10 g of 1,5-pentanediol in 150 ml of N,N-dimethylformamide. The mixture was stirred at room temperature for 30 min. 3% hydrochloric acid was added to the reaction solution. After extraction with ether, the organic layer was dried and cencentrated. The residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=8/2) to obtain 6 g of the intended product.

Aufarbeitung

  1. extractionAfter extraction with ether
  2. customthe organic layer was dried
  3. customThe residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=8/2)

Quellen und Nachweise

ORD-Eintrag
ord-0c5a7af8e40541d9b2fad3187324caa3
Quelldatensatz
uspto-grants-1995_12
Patentnummer
US05476863

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