Реакция #1355842

Уравнение реакции

methylene chloride

3-Bromo-1-propanol

5-hydroxy-2-nitrobenzaldehyde

K2CO3

→

desired product

Выход 96.0%

2-Nitro-5-(3-hydroxypropoxy)benzaldehyde

Выход 96.0%

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   ФильтрацияThe mixture was filtered
2. 2
   Промывкаthe solid residue was washed with methylene chloride
3. 3
   ДругоеThe combined organic solution was evaporated to dryness
4. 4
   workup.DISSOLUTIONredissolved in 100 ml methylene chloride
5. 5
   ПромывкаThe resulted solution was washed with saturated NaCl solution
6. 6
   Сушкаdried over sodium sulfate

Методика

3-Bromo-1-propanol (3.34 g, 24 mmol) was refluxed in 80 ml of anhydrous acetonitrile with 5-hydroxy-2-nitrobenzaldehyde (3.34 g, 20 mmol), K2CO3 (3.5 g), and KI (100 mg) overnight (15 h). The reaction mixture was cooled to room temperature and 150 ml of methylene chloride was added. The mixture was filtered and the solid residue was washed with methylene chloride. The combined organic solution was evaporated to dryness and redissolved in 100 ml methylene chloride. The resulted solution was washed with saturated NaCl solution and dried over sodium sulfate. 4.31 g (96%) of desired product was obtained after removal of the solvent in vacuo.

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