Reaktion #670240

Reaktionsgleichung

1,2,3,4-Tetrahydro-1,1,4,4-tetramethylnaphthalene

terephthalic acid monomethyl ester chloride

AlCl3

→

methyl 4-[(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)carbonyl]benzoate

Ausbeute 104.5%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter reflux for 1 hour
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenThe organic phase was washed with water and saturated brine
4. 4
   Sonstigedried
5. 5
   Einengenconcentrated

Vorschrift

1,2,3,4-Tetrahydro-1,1,4,4-tetramethylnaphthalene (10.0 g, 53.2 mmol) and terephthalic acid monomethyl ester chloride (10.0 g, 50.5 mmol) were dissolved in dichloromethane (50 ml) and the mixture was added with AlCl3 (14.3 g, 107.5 mmol) over 10 minutes under ice cooling. After reflux for 1 hour, the reaction mixture was poured into ice water and extracted with ethyl acetate. The organic phase was washed with water and saturated brine and dried, and then concentrated to give methyl 4-[(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)carbonyl]benzoate (Compound 43, 18.5 g, 99%). A part of the product was recrystallized from ethyl acetate.

Quelle