تفاعل #2314291

ord-052919a58443459794b1083aada7652c

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىTo a round-bottom flask equipped with a stirbar
  2. 2
    استخلاصextracted with 1:1 hexanes
  3. 3
    غسيلThe combined organic layers are washed with brine
  4. 4
    تجفيفdried over potassium carbonate
  5. 5
    تركيزthe solution is concentrated in vacuo
  6. 6
    ترشيحFiltration through silica gel using 10% ethyl acetate in hexanes
  7. 7
    أخرىgives the pure product

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06413448B1uspto-grants-2002_07