반응 #51281

반응 방정식

resorcinol

bromoadmantane

resorcinol

→

product

수율 66.8%

4,6-bis(adamantyl)resorcinol

수율 66.8%

용매

toluene

반응 조건

후처리

1. 1
   기타Into a 250-mL 3-neck flask, equipped with nitrogen inlet
2. 2
   기타The solvent was removed
3. 3
   기타the solid was crystallized from hexanes (150 mL)
4. 4
   기타The disubstituted product was obtained in 66.8% yield (25.26 g) as a white solid

실험 절차

Into a 250-mL 3-neck flask, equipped with nitrogen inlet, thermocouple and condenser, were added resorcinol (11.00 g, 100.0 mMol), bromoadmantane (44.02 g, 205.1 mMol) and toluene (150 mL). The mixture was heated to 110° C. and became a clear solution. The reaction was allowed to continue for 48 h, at which time TLC showed that all the resorcinol had disappeared. The solvent was removed and the solid was crystallized from hexanes (150 mL). The disubstituted product was obtained in 66.8% yield (25.26 g) as a white solid. Another 5.10 g product was obtained by silica gel column chromatography of the concentrated mother liquor after the first crop. The total yield of the product was 80.3%. Characterization of the product was by proton NMR, HPLC, FTIR and MS.

출처