반응 #44364

반응 방정식

NaOH

1-bromo-4-fluoro-3-(trifluoromethyl)benzene

potassium cyanide

DMSO

DMSO

Water

→

sub-title compound

4-Bromo-2-(trifluoromethyl)-benzoic acid

반응 조건

후처리

1. 1
   추출the mixture was extracted ether
2. 2
   건조the organic extracts were dried (MgSO4)
3. 3
   기타evaporated
4. 4
   기타to give a brown oil
5. 5
   workup.ADDITION2 M Hcl (20 ml) was added
6. 6
   추출the mixture was extracted with DCM (three times)
7. 7
   건조the organic extracts were dried (MgSO4)
8. 8
   기타evaporated
9. 9
   기타purified by chromatography (silica, CH2Cl2-MeOH—AcOH as eluent)

실험 절차

A mixture of 1-bromo-4-fluoro-3-(trifluoromethyl)benzene (5.02 g) and potassium cyanide (1.38 g) in DMSO (20 ml) was heated at 80° C. for 14 h. Water was added and the mixture was extracted ether, the organic extracts were dried (MgSO4) and evaporated to give a brown oil. This was dissolved in DMSO (10 ml) and 4 M NaOH (10 ml) and heated at 100° C. for 16 h. 2 M Hcl (20 ml) was added and the mixture was extracted with DCM (three times), the organic extracts were dried (MgSO4), evaporated and purified by chromatography (silica, CH2Cl2-MeOH—AcOH as eluent) to give the sub-title compound (1.99 g).

출처