Реакция #417919

ord-2898d3da41d54f45b6bad8cd42ec1dc8

Уравнение реакции

[O]=[Cr](=[O])([O-])[Cl].c1cc[nH+]cc1
PCC
CCCCCC/C=C\CCCOc1cccc(CO)c1
alcohol
CCCCCC/C=C\CCCOc1cccc(CO)c1
3-(undec-4Z-enyloxy)benzyl alcohol
CCCCCC/C=C\CCCOc1cccc(C=O)c1
yellow oil
Выход 99.1%
CCCCCC/C=C\CCCOc1cccc(C=O)c1
3-(undec-4Z-enyloxy)benzaldehyde
Выход 99.1%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Сушкаdried by coevaporation with toluene
  2. 2
    ТемператураThe reaction is heated to the reflux point of the DCM for 1 hour
  3. 3
    ТемператураAfter cooling
  4. 4
    workup.ADDITIONthe reaction medium is diluted with ether
  5. 5
    Фильтрацияfiltered through Florisil
  6. 6
    КонцентрированиеAfter concentrating

Методика

10 mL of anhydrous DCM and then 190 mg of PCC (881 μmol) are added under argon to 120 mg of alcohol 16 (434 μmol) dried by coevaporation with toluene. The reaction is heated to the reflux point of the DCM for 1 hour. After cooling, the reaction medium is diluted with ether and filtered through Florisil. After concentrating, 118 mg of a yellow oil are obtained, i.e. a yield of 99%.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877684B2uspto-grants-2014_11