تفاعل #338025

ord-13eb22f67d1b4435aa2fe080be85e975

معادلة التفاعل

OCc1ccc(I)c(OCc2ccccc2)c1
(3-benzyloxy-4-iodophenyl)methanol
O=Cc1ccc(I)c(OCc2ccccc2)c1
3-benzyloxy-4-iodobenzaldehyde
المردود 54.0%

الكواشف

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحthe solid is then filtered off
  2. 2
    أخرىthe solvent is evaporated off
  3. 3
    أخرىThe residual oil is chromatographed on silica gel (8/2 heptane/ethyl acetate)
  4. 4
    أخرىThe oil obtained
  5. 5
    أخرىis crystallized from pentane

الإجراء التجريبي

7.8 g (90 mmol, 5 eq) of manganese oxide are added to a solution of 6.5 g (17.98 mmol, 1 eq) of (3-benzyloxy-4-iodophenyl)methanol in 50 mL of dichloromethane. The reaction medium is stirred for 12 hours at room temperature, and the solid is then filtered off and the solvent is evaporated off. The residual oil is chromatographed on silica gel (8/2 heptane/ethyl acetate). The oil obtained is crystallized from pentane. 3.25 g of 3-benzyloxy-4-iodobenzaldehyde are obtained. Yield=54% for the three steps c, d and e.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07863332B2uspto-grants-2011_01