反应 #2314291

ord-052919a58443459794b1083aada7652c

反应方程式

CCCCC[C@H]1CC[C@H](CCCCc2ccccc2O)CC1
phenol
CCCCC[C@H]1CC[C@H](CCCCc2ccccc2O)CC1
(4-(trans-4-Pentylcyclohexyl)butyl]phenol
CC(C)=CCCC1CC=C(C(=O)O)CC1
(4-(4-Methyl-3-pentenyl)-1-cyclohexenyl)carboxylic acid
C(=NC1CCCCC1)=NC1CCCCC1
dicyclohexylcarbodiimide
CN(C)c1ccccn1
dimethylaminopyridine
CCCCCC1CC=C(C(=O)Oc2ccccc2CCCCC2CCC(CCCCC)CC2)CC1
4-(4-pentylcyclohexyl)butylphenyl (4-pentyl-1-cyclohexenyl)carboxylate

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他To a round-bottom flask equipped with a stirbar
  2. 2
    萃取extracted with 1:1 hexanes
  3. 3
    洗涤The combined organic layers are washed with brine
  4. 4
    干燥dried over potassium carbonate
  5. 5
    浓缩the solution is concentrated in vacuo
  6. 6
    过滤Filtration through silica gel using 10% ethyl acetate in hexanes
  7. 7
    其他gives the pure product

实验过程

To a round-bottom flask equipped with a stirbar is added phenol 3H (R=pentyl) (5 g), (4-(4-Methyl-3-pentenyl)-1-cyclohexenyl)carboxylic acid (R=n-pentyl) (3.3 g), dicyclohexylcarbodiimide (5.11 g), dimethylaminopyridine (202 mg), and anhydrous tetrahydrofuran (50 mL). The reaction is stirred overnight, at which time the solution is poured into water and extracted with 1:1 hexanes:ethyl acetate. The combined organic layers are washed with brine and dried over potassium carbonate, and the solution is concentrated in vacuo. Filtration through silica gel using 10% ethyl acetate in hexanes gives the pure product.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06413448B1uspto-grants-2002_07