2,4,6-Cycloheptatrien-1-one, 2-chloro- → 1073-38-7

Temperature

-70 °C

A solution of 2-chloro-2,4,6-cycloheptatrien-1-one [2.82 g, described by T. Nozoe et al., Proc. Japan Acad., 28, 483 (1952)] in ethanol (20 ml) is added dropwise to a suspension, cooled to -70° C, of sodium sulfhydrate (2.2 g) in ethanol (20 ml). The mixture is stirred at -70° C for two hours, allowed to warm to room temperature and stirred at room temperature for 1 hour. The mixture is filtered and the filtrate is evaporated. The residue is suspended in water, the mixture is acidified to pH2 with 10% hydrochloric acid and extracted with ethyl acetate. The organic extract is dried and evaporated. The residue is dissolved in benzene and subjected to chromatography on silica gel. Th eluates are evaporated to give the title compound, mp 55° C.

1. temperatureto warm to room temperature
2. stirringstirred at room temperature for 1 hour
3. filtrationThe mixture is filtered
4. customthe filtrate is evaporated
5. extractionextracted with ethyl acetate
6. extractionThe organic extract
7. customis dried
8. customevaporated
9. dissolutionThe residue is dissolved in benzene
10. customTh eluates are evaporated

ORD record

ord-42444e5928b147f7ab9c160ddfcc2f5a

Source dataset

uspto-grants-1978_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04110468