تفاعل #1103431

معادلة التفاعل

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthol

o-chloronitrobenzene

potassium hydroxide

hydrochloric acid

→

o-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphtalenyl)-2-nitrophenol

المردود 67.0%

المذيبات

DMSO

dichloromethane

water

ظروف التفاعل

المعالجة

1. 1
   غسيلthe organic layer was washed with diluted hydrochloric acid and brine
2. 2
   أخرىAfter dryness, the solvent was evaporated under reduced pressure
3. 3
   أخرىto give a crude product (139.7 mg)
4. 4
   أخرىThis crude product was purified by silica gel column chromatography (AcOEt:n-hexane=1:30)

الإجراء التجريبي

DMSO (5 ml) was added to 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthol (97 mg, 0.475 mmol), o-chloronitrobenzene (77 mg, 0.48 mmol) and potassium hydroxide (27 mg, 0.48 mmol), and the mixture was stirred at 90° C. for 17 hours and 30 minutes. To the reaction mixture, water, dichloromethane, and concentrated hydrochloric acid (1 ml) were added, and the organic layer was washed with diluted hydrochloric acid and brine. After dryness, the solvent was evaporated under reduced pressure to give a crude product (139.7 mg). This crude product was purified by silica gel column chromatography (AcOEt:n-hexane=1:30) to give o-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphtalenyl)-2-nitrophenol (Compound 27, 103.1 mg, 67%, colorless oil)

المصدر