반응 #67025

반응 방정식

Sodium nitrite

1-cyclopropylnaphthalene

Water

→

1-cyclopropyl-4-nitronaphthalene

수율 64.0%

용매

ethyl acetate

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction mixture was stirred at 0° C. for an extra 30 min
2. 2
   workup.ADDITIONslowly poured into ice
3. 3
   추출After extraction
4. 4
   세척the organic layer was washed with aqueous sodium hydroxide (1%) and water
5. 5
   건조dried over sodium sulfate
6. 6
   여과filtered
7. 7
   농축concentrated under reduced pressure
8. 8
   기타The residue was purified by silica gel chromatography

실험 절차

Sodium nitrite (30 mL) was slowly added (over 2 hours) to 1-cyclopropylnaphthalene (6.4 g, 38 mmol) stirred at 0° C. The reaction mixture was stirred at 0° C. for an extra 30 min and then slowly poured into ice. Water was added, followed by ethyl acetate. After extraction, the organic layer was washed with aqueous sodium hydroxide (1%) and water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography to yield 1-cyclopropyl-4-nitronaphthalene (5.2 g, 64%).

출처