Réaction #2149404

Équation de réaction

4-chloro-2-(2-chloro-6-methoxyphenyl)quinazoline

BBr3

→

3-chloro-2-(4-chloroquinazolin-2-yl)phenol

Solvants

CH2Cl2

CH2Cl2

Conditions de réaction

Traitement

1. 1
   AutreThe reaction was quenched With a saturated aqueous NaHCO3 solution to pH 7
2. 2
   ExtractionThe aqueous layer was extracted with CH2Cl2
3. 3
   Séchagethe combined extracts were dried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated

Mode opératoire

To a solution of 4-chloro-2-(2-chloro-6-methoxyphenyl)quinazoline (300 mg, 0.98 mmol) in 10 mL CH2Cl2 was added dropwise 5 equivalents of a 1 M BBr3 solution in CH2Cl2 at −78° C. The reaction was warmed to room temperature and was complete in 30 minutes. The reaction was quenched With a saturated aqueous NaHCO3 solution to pH 7. The aqueous layer was extracted with CH2Cl2, and the combined extracts were dried over Na2SO4, filtered, and concentrated to obtain 3-chloro-2-(4-chloroquinazolin-2-yl)phenol. LC/MS: m/z 291.3 (M+H)+ at 3.16 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Source