Reaktion #414676

Reaktionsgleichung

hydrochloric acid

Sodium hydride

1-bromopentane

1,5-pentanediol

→

intended product

5-pentyloxy-1-pentanol

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle