반응 #1702073

ord-a8b5dcdd27e04124891270579f140223

반응 방정식

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

반응 조건

온도
100°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted by ethyl acetate
  2. 2
    세척The organic layer was washed by water
  3. 3
    건조a saturated sodium hydrogen carbonate aq. solution and a saturated saline solution, dried over magnesium sulfate
  4. 4
    농축concentrated under reduced pressure
  5. 5
    기타The crude product was purified by silica gel chromatography

실험 절차

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%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08765719B2uspto-grants-2014_07