Reaktion #347517

Reaktionsgleichung

carbonate

Carbonic Acid (4-nitrophenyl)ester (4-phenoxy-phenyl)ester

6-amino-1-hexanol

triethylamine

→

solid

Ausbeute 86.6%

(6-Hydroxy-hexyl)carbamic acid 4-phenoxy-phenyl ester

Ausbeute 86.6%

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat room temperature
2. 2
   Sonstigeovernight
3. 3
   ExtraktionThe reaction was extracted one time with 1N HCl, multiple times with saturated Na2CO3
4. 4
   Trocknendried (MgSO4)
5. 5
   Sonstigethe solvent removed under reduced pressure

Vorschrift

A solution of the carbonate prepared in Example 1 (10.0 g, 28.4 mmol) in 75 mL of methylene chloride was added under nitrogen dropwise to a solution of 6-amino-1-hexanol (3.34 g, 28.4 mmol) and triethylamine (19.8 mL, 142 mmol) in 100 mL of methylene chloride at ice-bath temperature. The reaction was stirred at ice bath temperature for approximately eight hours and at room temperature overnight. The reaction was extracted one time with 1N HCl, multiple times with saturated Na2CO3, dried (MgSO4) and the solvent removed under reduced pressure to give 8.1 g of a solid. Recrystallization of the solid from diisopropyl ether gave 6.55 g (70%) of the title compound as a white crystalline solid, mp 72°-75° C.

Quelle