反应详情

A mixture of 4-methoxyphenylhydrazine hydrochloride (459 g, 2.63 mol), p-bromobenzyl bromide (715 g, 2.86 mol) and milled potassium carbonate (771 g, 5.58 mol) was suspended in 2 L DMF at 0° C. with overhead stirring. The ice bath was removed and the mixture was stirred for 4 h, then diluted with 15 L of ice water. The mixture was stirred vigourously for 1 h, then the aqueous layer was decanted from the gummy solid. The solid was washed with 2×4 L of water, then was dissolved in 2.5 L toluene and dried over Na2SO4. The mixture was filtered, and the filtrate was cooled in an ice bath and treated with a stream of HCl gas for 1 h with vigourous stirring. The precipitate was filtered and-washed with 3×0.5 L of cold toluene and dried under a stream of nitrogen to give 682 g of the title compound.

1. customThe ice bath was removed
2. additiondiluted with 15 L of ice water
3. stirringThe mixture was stirred vigourously for 1 h
4. customthe aqueous layer was decanted from the gummy solid
5. washThe solid was washed with 2×4 L of water
6. dissolutionwas dissolved in 2.5 L toluene
7. dry with materialdried over Na2SO4
8. filtrationThe mixture was filtered
9. temperaturethe filtrate was cooled in an ice bath
10. additiontreated with a stream of HCl gas for 1 h with vigourous stirring
11. filtrationThe precipitate was filtered
12. wash-washed with 3×0.5 L of cold toluene
13. customdried under a stream of nitrogen