反応 #305463

ord-410b08bc6eda4a9aa41ab63b3f301366

反応方程式

[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
収率 99.1%
CCCCCC/C=C\CCCOc1cccc(C=O)c1
3-(undec-4Z-enyloxy)benzaldehyde
収率 99.1%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    乾燥dried by coevaporation with toluene
  2. 2
    温度The reaction is heated to the reflux point of the DCM for 1 hour
  3. 3
    温度After cooling
  4. 4
    workup.ADDITIONthe reaction medium is diluted with ether
  5. 5
    ろ過filtered through Florisil
  6. 6
    濃縮After concentrating

実験手順

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%.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08198420B2uspto-grants-2012_06