تفاعل #51281

معادلة التفاعل

resorcinol

bromoadmantane

resorcinol

→

product

المردود 66.8%

4,6-bis(adamantyl)resorcinol

المردود 66.8%

المذيبات

toluene

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر