Réaction #56785

Équation de réaction

3-hydroxybenzaldehyde

tBuOCl

→

2-chloro-3-hydroxybenzaldehyde

Rendement 55.0%

Solvants

HOAc

Conditions de réaction

Traitement

1. 1
   Températureto cool
2. 2
   workup.STIRRINGstirred for 16 hours
3. 3
   Autreresulting in a white precipitate
4. 4
   FiltrationThe solid was filtered
5. 5
   Lavagewashed with H2O
6. 6
   Autredried

Mode opératoire

To a suspension of 3-hydroxybenzaldehyde (20.12 g, 160 mmol) in HOAc (40 mL) was added carefully tBuOCl (20 mL, 176 mmol) with stirring. The reaction became a clear solution and strongly exothermic. It was allowed to cool and stirred for 16 hours, resulting in a white precipitate. The solid was filtered, washed with H2O and dried to give 2-chloro-3-hydroxybenzaldehyde (13.77 g, 55%), GCMS (EI) m/z 156, 158 (M+).

Source