반응 #7834

반응 방정식

3-chloro-4-methylbenzoic acid

N-bromosuccinimide

benzoyl peroxide

→

4-(bromomethyl)-3-chlorobenzoic acid

용매

CCl4

반응 조건

후처리

1. 1
   온도at reflux for 2.5 h
2. 2
   농축The mixture was concentrated under reduced pressure
3. 3
   workup.DISSOLUTIONdissolved in MTBE
4. 4
   세척The organic mixture was washed with 1N NaOH (3×25 mL)
5. 5
   추출extracted with CH2Cl2 (3×25 mL)
6. 6
   건조The combined organic layers were dried over MgSO4
7. 7
   여과filtered
8. 8
   농축concentrated

실험 절차

A solution of 3-chloro-4-methylbenzoic acid (5.0 g, 29 mmol), N-bromosuccinimide (5.7 g, 32 mmol), benzoyl peroxide (710 mg, 2.9 mmol) in CCl4 (300 mL) was heated at reflux for 2.5 h. The mixture was concentrated under reduced pressure and dissolved in MTBE. The organic mixture was washed with 1N NaOH (3×25 mL). The aqueous mixture was acidified with 1N HCl to pH 2 and extracted with CH2Cl2 (3×25 mL). The combined organic layers were dried over MgSO4, filtered and concentrated to afford 4-(bromomethyl)-3-chlorobenzoic acid.

출처