Reaktion #413115

Reaktionsgleichung

5-(3,4-dibromobutyl)picolinic acid

dl-α-tocopherol

triethylamine

phosphorus oxychloride

→

dl-α-tocopheryl 5-(3,4-dibromobutyl)picolinate

Ausbeute 81.0%

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe reaction mixture was washed with 2 N hydrochloric acid
2. 2
   Trocknenwith water, and dried
3. 3
   workup.DISTILLATIONThen, methylene chloride was distilled off
4. 4
   SonstigeThe residue was chromatographed on a column of silica gel

Vorschrift

2.42 g of 5-(3,4-dibromobutyl)picolinic acid, 2.15 g of dl-α-tocopherol and 4.0 ml of triethylamine were dissolved in 15 ml of methylene chloride, and with stirring under ice cooling, a solution of 1.0 ml of phosphorus oxychloride in 5 ml of methylene chloride was added dropwise. The reaction was performed at this temperature for 3 hours. The reaction mixture was washed with 2 N hydrochloric acid, and then with water, and dried. Then, methylene chloride was distilled off. The residue was chromatographed on a column of silica gel using benzene/ethyl acetate (4:1) as an eluent to give 3.03 g of dl-α-tocopheryl 5-(3,4-dibromobutyl)picolinate as a slightly yellow oil.

Quelle