Reacción #1355842

Ecuación de reacción

methylene chloride

3-Bromo-1-propanol

5-hydroxy-2-nitrobenzaldehyde

K2CO3

→

desired product

Rendimiento 96.0%

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

Rendimiento 96.0%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered
2. 2
   Lavadothe solid residue was washed with methylene chloride
3. 3
   OtroThe combined organic solution was evaporated to dryness
4. 4
   workup.DISSOLUTIONredissolved in 100 ml methylene chloride
5. 5
   LavadoThe resulted solution was washed with saturated NaCl solution
6. 6
   Secadodried over sodium sulfate

Procedimiento

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.

Fuente