反应 #417919

ord-2898d3da41d54f45b6bad8cd42ec1dc8

反应方程式

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

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    干燥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
    过滤filtered through Florisil
  6. 6
    浓缩After concentrating

实验过程

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%.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08877684B2uspto-grants-2014_11