反应 #631991

ord-7f2cabe36b3a408eb9719295080cf49f

反应方程式

Cl
HCl
C/C=C/C(=O)C1C(C)C=CCC1(C)C
δ-damascone
CCCCCCCCCCCCS
1-dodecanthiol
C1CCC2=NCCCN2CC1
DBU
CCCCCCCCCCCCSC(C)CC(=O)C1C(C)C=CCC1(C)C
3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone

溶剂

反应条件

温度
45°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取extracted twice with ether
  2. 2
    洗涤washed with H2O, saturated aqueous NaHCO3
  3. 3
    干燥brine, dried over Na2SO4
  4. 4
    浓缩concentrated at 70° C./0.01 mbar

实验过程

A solution of δ-damascone (10.0 g; 52.1 mmol) and 1-dodecanthiol (8.42 g, 41.7 mmol) in THF (150 ml) was treated with DBU (7.92 g; 52.1 mmol) and stirred at 45° C. for 90 min. The reaction solution was treated with 5% aqueous HCl, extracted twice with ether, washed with H2O, saturated aqueous NaHCO3, then brine, dried over Na2SO4, and concentrated at 70° C./0.01 mbar. Yield of crude product: 16.2 g (99%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07935669B2uspto-grants-2011_05