Yield:4419-11-8 65%

Reaction Conditions:

with oxygen;tetra-N-butylammonium tribromide;sodium nitrite in 1,4-dioxane;water at 40; under 760.051 Torr; for 4 h;Sealed tube;

Steps:

24 (Examples 22 to 28)
General procedure: (1 mmol), sodium nitrite (0.1 mmol), tetrabutylammonium tribromide (0.1 mmol) and water-containing 90% dioxane (0.1 mmol) shown in the following Table 3 were placed in a glass round bottom flask (20 ml) (Mixture of water and dioxane in a volume ratio of 1: 9) (3 ml), and the system was closed by installing a rubber balloon filled with oxygen at atmospheric pressure.This was heated and stirred at the temperature and time shown in Table 3, respectively. Thereafter, the reaction mixture was poured into water, which was extracted with an organic solvent and concentrated to obtain the respective crude products. These were subjected to liquid chromatography analysis or gas chromatography analysis, and the respective yields were calculated by a method of quantifying the purity of the crude product by comparison with commercially available products or synthetic products of known purity. The results are shown in Table 3.

References:

Nishina Manufacturing Co., Ltd.;Akada, Mitsuo;Yamamoto, Shunichi JP2018/8918, 2018, A Location in patent:Paragraph 0046

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