تفاعل #40267

معادلة التفاعل

6-bromo-1-chloro-2-naphthol

4-pentyl-phenylboric acid

sodium carbonate

toluene ethanol water

→

6-(4-pentylphenyl)-1-chloro-2-naphthol

المردود 78.1%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةrefluxed for 10 hours
2. 2
   غسيلwashed with 1N HCl(aq) and water
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   workup.DISTILLATIONdistilled under a reduced pressure
5. 5
   أخرىto remove the solvent
6. 6
   أخرىThe residue was purified by silica gel column chromatography
7. 7
   أخرىdried under a reduced pressure

الإجراء التجريبي

At first, 55 g of 6-bromo-1-chloro-2-naphthol (S1-2), 12.3 g of 4-pentyl-phenylboric acid (S1-3), 1.0 g of tetrakis(triphenylphosphine) palladium, 13.6 g of sodium carbonate and 100 ml of a mixed solvent of toluene/ethanol/water=3/3/1 were added to a reactor in nitrogen atmosphere and refluxed for 10 hours. The reaction solution was cooled to room temperature, added with toluene, and then washed with 1N HCl(aq) and water, dried over magnesium sulfate and distilled under a reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography using toluene as an eluting solvent, and then dried under a reduced pressure to obtain 15 g of 6-(4-pentylphenyl)-1-chloro-2-naphthol (S1-4).

المصدر