Sulfuric Acid → 4-Oxa-tricyclo(4.2.1.0(3,7))nonan-5-one

The carboxylic acid (51 g) prepared in Example 1 was slowly added with stirring to sulfuric acid (500 ml, 75 percent by volume). The exothermic reaction that ensued was controlled by an ice-water bath. The reaction subsided after several minutes and the resulting dark solution was then kept at room temperature for about 10 days. The solution was then poured into ice-water (150 ml) and the product then extracted with diethyl ether (three 200-ml portions). The combined extracts were washed with saturated sodium bicarbonate solution (200 ml). The ether was evaporated yielding 45.5 g of 6-oxatricyclo[3.2.1.13,8 ]nonan-7-one which was about 91 percent of theory. The product was identified by GC-mass spectrometric, infrared and melting point analysis.

1. customThe exothermic reaction
2. customthat ensued was controlled by an ice-water bath
3. waitThe reaction subsided after several minutes
4. extractionthe product then extracted with diethyl ether (three 200-ml portions)
5. washThe combined extracts were washed with saturated sodium bicarbonate solution (200 ml)
6. customThe ether was evaporated

ORD 기록

ord-a3b1e7a42fc34a7fa897b78579b481d6

출처 데이터셋

uspto-grants-1979_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04166915