Reaktion #322592

Reaktionsgleichung

6-hydroxy-7-methoxy-1-tetralone

K2CO3

1-bromo-3-chloropropane

→

6-(3-chloropropoxy)-7-methoxy-1-tetralone

Ausbeute 95.4%

Lösungsmittel

acetone

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux under nitrogen for 45 minutes
2. 2
   workup.ADDITIONAfter total addition
3. 3
   Temperaturthe reaction was heated
4. 4
   Temperaturto reflux
5. 5
   workup.STIRRINGstirred under nitrogen for 21 hours
6. 6
   TemperaturThe reaction was cooled to ambient temperature
7. 7
   Filtrationfiltered
8. 8
   WaschenThe filter cake was washed well with acetone
9. 9
   Einengenthe filtrate was concentrated

Vorschrift

A mixture of 6-hydroxy-7-methoxy-1-tetralone (J. Org. Chem., 1985, 50, 4937) (1.5 g, 7.8 mmol), K2CO3 (1.7 g, 12.3 mmol), and acetone (30 ml) was stirred at reflux under nitrogen for 45 minutes. The reaction was cooled to ambient temperature and a solution of 1-bromo-3-chloropropane (1.9 g, 12.1 mmol) dissolved in 8 ml acetone was dripped into the mixture. After total addition, the reaction was heated to reflux and stirred under nitrogen for 21 hours. The reaction was cooled to ambient temperature and filtered. The filter cake was washed well with acetone and the filtrate was concentrated to yield 2.0 g 6-(3-chloropropoxy)-7-methoxy-1-tetralone as an amber oil.

Quelle