Реакция #917

Уравнение реакции

water

sodium acetate

methoxyamine hydrochloride

N-(1,1-dimethylethyl)-2-formyl-1-methyl-1H-pyrrole-3-sulfonamide

→

title compound

Выход 96.2%

N-(1,1-Dimethylethyl)-2-[(methoxyimino)-methyl]-1H-pyrrole-3-sulfonamide

Выход 96.2%

Растворители

methanol

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added in one portion
2. 2
   ТемператураThe white suspension was heated at
3. 3
   Температураa gentle reflux overnight ca. 16 hours
4. 4
   ЭкстракцияThe aqueous mixture was extracted with four 100 mL portions of methylene chloride
5. 5
   ПромывкаThe combined extracts were washed with water
6. 6
   Сушкаdried (MgSO4)
7. 7
   Концентрированиеconcentrated in vacuo

Методика

To a suspension of 3.91 g (46.8 mmol) of methoxyamine hydrochloride in 60 mL of methanol was added 3.84 g (46.8 mmol) of sodium acetate. After stirring the white suspension for ca. 15 minutes 5.72 g (23 mmol) of N-(1,1-dimethylethyl)-2-formyl-1-methyl-1H-pyrrole-3-sulfonamide was added in one portion. The white suspension was heated at a gentle reflux overnight ca. 16 hours. The reaction mixture was cooled to room temperature and poured into 500 mL of water. The aqueous mixture was extracted with four 100 mL portions of methylene chloride. The combined extracts were washed with water, dried (MgSO4) and concentrated in vacuo yielding 5.74 g of the title compound as a white solid, m.p. 99°-101° C.

Источник