تفاعل #995258

ord-27f3e16f2b00409f906488ebdaae750f

معادلة التفاعل

O=C(Cl)C12CC3CC(CC(C3)C1)C2
1-adamantanecarbonyl chloride
OCC(F)(F)Br
2-bromo-2,2-difluoroethanol
CCN(CC)CC
Triethylamine
O=C(OCC(F)(F)Br)C12CC3CC(CC(C3)C1)C2
2-bromo-2,2-difluoroethyl 1-adamantanecarboxylate

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةice cooled
  2. 2
    workup.DISTILLATIONBy standard separation operation and solvent distillation

الإجراء التجريبي

In tetrahydrofuran, 1-adamantanecarbonyl chloride and 2-bromo-2,2-difluoroethanol were mixed and ice cooled. Triethylamine was added to the mixture. By standard separation operation and solvent distillation, 2-bromo-2,2-difluoroethyl 1-adamantanecarboxylate was obtained. This compound was converted into a sodium sulfinate with sodium dithionite and then oxidized with hydrogen peroxide, yielding the target compound, sodium 2-(1-adamantanecarbonyloxy)-1,1-difluoroethanesulfonate.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08017302B2uspto-grants-2011_09