Dimethylformamide → HCID 70102593, compound

Temperature

105 °C

2,2'-Dihydroxybenzophenone (10.0 g, 46.7 mmol) and diiodomethane (13.1 g, 49 mmol) was dissolved in dry dimethylformamide (180 ml). Dried, finely powdered potassium carbonate (9.2 g, 66.7 mmol) was added, and the mixture was heated at 105° C. for 16 h. After cooling to room temperature the reaction mixture was poured into ice water (500 ml). The precipitate was collected by filtration after 0.5 h, washed with water on the filter and dissolved in a mixture of ethanol (80 ml) and 4 N sodium hydroxide (20 ml). The solution was stirred at reflux temperature for 1 h, cooled and diluted with water (300 ml). The formed crystalline precipitate was filtered off, washed with water (50 ml) and dried in vacuo, affording 12H-dibenzo[d,g][1,3]dioxocin-2-one as a solid (9.5 g, 90% yield).

1. customDried
2. temperatureAfter cooling to room temperature the reaction mixture
3. filtrationThe precipitate was collected by filtration after 0.5 h
4. washwashed with water on the
5. filtrationfilter
6. dissolutiondissolved in a mixture of ethanol (80 ml) and 4 N sodium hydroxide (20 ml)
7. temperatureat reflux temperature for 1 h
8. temperaturecooled
9. additiondiluted with water (300 ml)
10. filtrationThe formed crystalline precipitate was filtered off
11. washwashed with water (50 ml)
12. customdried in vacuo

ORD record

ord-41d325278bdd4b28bb2b46baa8ab1609

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06017915