تفاعل #48608

ord-7b1b0cb0cdd642c8a96a6098f2f2bb17

معادلة التفاعل

OCCc1ccccc1F
2-(2-fluorophenyl)-ethanol
C=COC(C)=O
vinyl acetate
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
C=COCCc1ccccc1F
title compound
المردود 72.2%
C=COCCc1ccccc1F
1-Fluoro-2-(2-vinyloxyethyl)-benzene
المردود 72.2%

المذيبات

ظروف التفاعل

درجة الحرارة
95°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةCool the reaction mixture to room temperature
  2. 2
    ترشيحVacuum filter the resultant slurry
  3. 3
    أخرىto remove inorganic precipitates
  4. 4
    غسيلwashing the collected solid with hexanes
  5. 5
    تركيزConcentrate
  6. 6
    أخرىpurify
  7. 7
    غسيل(silica gel chromatography, eluting with hexanes)

الإجراء التجريبي

Combine 2-(2-fluorophenyl)-ethanol (3.08 g, 22.0 mmol), vinyl acetate (4 mL, 43.3 mmol), anhydrous toluene (22 mL), chloro(1,5-cyclooctadiene)iridium(I) dimer (155 mg, 0.231 mmol), and anhydrous sodium carbonate (1.5 g, 14.2 mmol) in a dry round-bottom flask fitted with a reflux condensor under a nitrogen atmosphere. Heat the resulting mixture to 95° C. for 5 hours. Cool the reaction mixture to room temperature. Vacuum filter the resultant slurry to remove inorganic precipitates, washing the collected solid with hexanes. Concentrate and purify (silica gel chromatography, eluting with hexanes) to give the title compound as a yellow oil (2.64 g, 72%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07745438B2uspto-grants-2010_06