تفاعل #1702073

ord-a8b5dcdd27e04124891270579f140223

معادلة التفاعل

O=[N+]([O-])[O-].O=[N+]([O-])[O-].O=[N+]([O-])[O-].O=[N+]([O-])[O-].O=[N+]([O-])[O-].O=[N+]([O-])[O-].[Ce+4].[NH4+].[NH4+]
CAN
O=[N+]([O-])[O-].[Ce].[NH4+]
cerium ammonium nitrate
Cc1ccc2c(c1)C(C)(C)CCC2(C)C
5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-methylnaphthalene
O=[N+]([O-])[O-].[Ce].[NH4+]
cerium ammonium nitrate
CC1(C)CCC(C)(C)c2cc(C=O)ccc21
5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthaldehyde

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted by ethyl acetate
  2. 2
    غسيلThe organic layer was washed by water
  3. 3
    تجفيفa saturated sodium hydrogen carbonate aq. solution and a saturated saline solution, dried over magnesium sulfate
  4. 4
    تركيزconcentrated under reduced pressure
  5. 5
    أخرىThe crude product was purified by silica gel chromatography

الإجراء التجريبي

The synthesis process is as set forth in the chemical reaction formula below. The CAN in the reaction path stands for cerium ammonium nitrate. To 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-methylnaphthalene (b) (202 mg, 1.00 mol) were added acetic acid (8.2 mL) and cerium ammonium nitrate (2.40 g, 4.37 mol) followed by stirring at 100° C. for 1 hour. The reaction solution was poured into ice water and extracted by ethyl acetate. The organic layer was washed by water, a saturated sodium hydrogen carbonate aq. solution and a saturated saline solution, dried over magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography using hexane/ethyl acetate (15/1) as an elution solvent. The yield was 106 mg (49%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08765719B2uspto-grants-2014_07