تفاعل #1563923

ord-2589af82d320479285015e66f2b33f07

معادلة التفاعل

COC(COc1ccc(F)cc1)OC
1-(2,2-dimethoxyethoxy)-4-fluorobenzene
O=C(O)C(F)(F)F
trifluoroacetic acid
O=CCOc1ccc(F)cc1
title compound
O=CCOc1ccc(F)cc1
2-(4-fluorophenoxy)acetaldehyde

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةheat to 65° C.
  2. 2
    workup.STIRRINGstir for 4 h
  3. 3
    تركيزConcentrate the mixture under reduced pressure

الإجراء التجريبي

Dissolve 1-(2,2-dimethoxyethoxy)-4-fluorobenzene (1.00 g, 4.99 mmol) in chloroform (5.0 mL) and treat the mixture with trifluoroacetic acid (0.755 mL, 9.99 mmol). Stir the mixture at room temperature for two days, then heat to 65° C. and stir for 4 h. Concentrate the mixture under reduced pressure to furnish the title compound as a colorless oil in ca. 70% purity, as indicated by 1H NMR analysis (550 mg, 71% uncorrected yield). 1H NMR (400 MHz, CDCl3): δ 9.85 (t, J=0.5 Hz, 1H), 7.00 (dd, J=8.9, 8.5 Hz, 2H), 6.85 (dd, J=9.5, 4.3 Hz, 2H), 4.55 (br s, 2H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09402838B2uspto-grants-2016_08