تفاعل #1318

ord-6724f220dc7c4e89ac64b79ac6a33d74

معادلة التفاعل

O=C(O)c1ccc(I)cc1
4-iodobenzoic acid
CCO
ethanol
O=S(Cl)Cl
thionyl chloride
CCOC(=O)c1ccc(I)cc1
title compound
CCOC(=O)c1ccc(I)cc1
Ethyl-4-iodobenzoate

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture was then heated
  2. 2
    درجة الحرارةat reflux for 3 hours
  3. 3
    أخرىSolvent was removed in vacuo
  4. 4
    workup.DISSOLUTIONthe residue was dissolved in 100 ml ether
  5. 5
    غسيلThe ether solution was washed with saturated NaHCO3 and saturated NaCl solutions
  6. 6
    تجفيفdried (MgSO4)
  7. 7
    أخرىSolvent was then removed in vacuo
  8. 8
    workup.DISTILLATIONthe residue kugelrohr distilled (100 degrees C.; 0.55 mm)

الإجراء التجريبي

To a suspension of 10 g (40.32 mmol) of 4-iodobenzoic acid in 100 ml absolute ethanol was added 2 ml thionyl chloride and the mixture was then heated at reflux for 3 hours. Solvent was removed in vacuo and the residue was dissolved in 100 ml ether. The ether solution was washed with saturated NaHCO3 and saturated NaCl solutions and dried (MgSO4). Solvent was then removed in vacuo and the residue kugelrohr distilled (100 degrees C.; 0.55 mm) to give the title compound as a colorless oil, PMR (CDCl3): δ1.42 (3H, t, J~7 Hz), 4.4 (2H, q, J~7 Hz), 7.8 (4H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723620uspto-grants-1998_03