反応 #917

反応方程式

water

sodium acetate

methoxyamine hydrochloride

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

→

title compound

収率 96.2%

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

収率 96.2%

溶媒

methanol

反応条件

後処理

1. 1
   workup.ADDITIONwas added in one portion
2. 2
   温度The white suspension was heated at
3. 3
   温度a gentle reflux overnight ca. 16 hours
4. 4
   抽出The aqueous mixture was extracted with four 100 mL portions of methylene chloride
5. 5
   洗浄The combined extracts were washed with water
6. 6
   乾燥dried (MgSO4)
7. 7
   濃縮concentrated in vacuo

実験手順

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.

出典