Water → (1-methyl-1H-tetrazol-5-yl)(phenyl)methanone

온도

60 °C

At room temperature, 10 g of benzoyl chloride (71 mmol) were admixed with 3.7 g (92 mmol) of methyl isocyanide. The mixture was then heated at 60° C. for 2 hours. The mixture was admixed with 25 ml of acetonitrile and cooled to 0° C. This reaction mixture was added to 4.6 g of sodium azide (71 mmol) in 25 ml of acetonitrile at 0° C. The mixture was then heated to 60° C. to 65° C. and stirred at this temperature for 16 hours. At room temperature, 100 ml of water and 100 ml of ethyl acetate were added to the mixture. The organic phase was separated off and the aqueous phase was extracted with 100 ml of ethyl acetate. The combined organic phases were dried over magnesium sulphate and the solvent was removed in vacuo. The crude product could be recrystallized from 20 ml of isopropanol, giving 8.7 g of 1-methyl-5-benzoyltetrazole (purity 99.4%). This corresponds to a yield of 65%, based on the acid chloride used.

1. customAt room temperature
2. temperaturecooled to 0° C
3. temperatureThe mixture was then heated to 60° C. to 65° C.
4. customThe organic phase was separated off
5. extractionthe aqueous phase was extracted with 100 ml of ethyl acetate
6. dry with materialThe combined organic phases were dried over magnesium sulphate
7. customthe solvent was removed in vacuo
8. customThe crude product could be recrystallized from 20 ml of isopropanol

ORD 기록

ord-70f69eb9422d4901ac5aadc1c16f77a7

출처 데이터셋

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08536211B2