Benzoylacetone → 2-Diazo-1-phenyl-1,3-butanedione

A mixture of sodium azide (683 mg, 10.5 mmol), p-toluenesulfonyl chloride (2.0 grams, 10.5 mmol), and 70% aqueous ethanol (30 mL) was stirred at room temperature for 1 hour. 1-Benzoylacetone (1.62 grains, 10.0 mmol) and triethylamine (1.46 mL, 10.5 mmol) were added. The reaction mixture was stirred at room temperature for 3 hours and then poured into deionized water (200 mL). The mixture was extracted with petroleum ether (2×200 mL). The extracts were combined and then washed with a saturated aqueous sodium chloride solution. The organic solution was dried using anhydrous magnesium sulfate, filtered, and concentrated to give 0.980 grams of 2-diazo-1-phenyl-1,3-butanedione as a yellow oil. Decomposition temperature: 128° C. (by DSC).

1. stirringThe reaction mixture was stirred at room temperature for 3 hours
2. extractionThe mixture was extracted with petroleum ether (2×200 mL)
3. washwashed with a saturated aqueous sodium chloride solution
4. customThe organic solution was dried
5. filtrationfiltered
6. concentrationconcentrated

ORDレコード

ord-c40f0a175047466a82ad69919567ff86

出典データセット

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05756689