反应 #2348133

ord-fae726d3a9ab40aea603992cbc6ce297

反应方程式

CC(C)CCCC(C)CCCC(C)CCO
3,7,11-trimethyldodecanol
c1ccncc1
pyridine
Cc1ccc(S(=O)(=O)Cl)cc1
p-toluenesulfonyl chloride
Cc1ccc(S(=O)(=O)OCCC(C)CCCC(C)CCCC(C)C)cc1
3,7,11-trimethyldodecyl tosylate
收率 108.7%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONAfter the dropwise addition
  2. 2
    其他the resulting reaction solution
  3. 3
    洗涤was successively washed with 200 ml of water, 200 ml of 2N hydrochloric acid, and 200 ml of a saturated sodium bicarbonate water
  4. 4
    干燥was dried over anhydrous magnesium sulfate
  5. 5
    过滤After the filtration
  6. 6
    浓缩the resultant was concentrated

实验过程

Under a nitrogen atmosphere, a solution of 22.8 g (100 mmol) of 3,7,11-trimethyldodecanol and 9.48 g (120 mmol) of pyridine in 200 ml of dry methylene chloride was added dropwise to a solution of 20.96 g (110 mmol) of p-toluenesulfonyl chloride in 100 ml of dry methylene chloride under ice cooling (1 to 2° C.). After the dropwise addition, the resultant was agitated at room temperature overnight, the resulting reaction solution was successively washed with 200 ml of water, 200 ml of 2N hydrochloric acid, and 200 ml of a saturated sodium bicarbonate water, and was dried over anhydrous magnesium sulfate. After the filtration, the resultant was concentrated to obtain 41.6 g of crude 3,7,11-trimethyldodecyl tosylate.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07846903B2uspto-grants-2010_12