تفاعل #335964

ord-05c2bf86f9974701b551dd5a6dcc815b

معادلة التفاعل

[Ca]
calcium
Fc1ccccc1
fluorobenzene
O=C1CCCCC1
cyclohexanone
OC1(c2ccccc2)CCCCC1
1-phenylcyclohexanol
المردود 85.0%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىin excellent yields (76%, 79% and 86%
  2. 2
    أخرىto form the corresponding organometalic compound which

الإجراء التجريبي

Reactions of aryl halides with reactive calcium required slightly higher temperatures, up to -30° C. for aryl bromides and up to -20° C. for aryl chlorides. The aryl calcium compounds are very stable at room temperature. Reactions of m-bromotoluene, m-bromoanisole, and p-chlorotoluene with the soluble highly reactive calcium complex gave the corresponding arylcalcium reagents in quantitative yields based on the GC analyses of reaction quenches. The 1,2-addition of these arylcalcium compounds with ketones gave the alcohols in excellent yields (76%, 79% and 86%, respectively). The soluble highly reactive calcium readily reacted with fluorobenzene at room temperature to form the corresponding organometalic compound which underwent an addition reaction with cyclohexanone to give 1-phenylcyclohexanol in 85% yield.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05211889uspto-grants-1993_05