Sodium periodate → 2-(1-Phenylcyclohexyl)acetaldehyde

HRID 71246노트

반응식

HRID 71246 반응식
[CH2:1]([C:4]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[CH:2]=C.I([O-])(=O)(=O)=[O:17].[Na+]>C1COCC1.O.CC(O)(C)C.O=[Os](=O)(=O)=O>[C:10]1([C:4]2([CH2:1][CH:2]=[O:17])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

7

반응물 2

HCID 23667635Sodium periodateHCID 86688202(1-Allylcyclohexyl)benzene

생성물 1

HCID 866882032-(1-Phenylcyclohexyl)acetaldehyde

시약·촉매·용매 4

HCID 30318Osmium Tetroxide촉매HCID 962Water용매HCID 6386tert-Butanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (1-allylcyclohexyl)benzene (210 mg, 1.048 mmol) in THF (5 mL) was added a solution of sodium periodate (538 mg, 2.52 mmol) in water (5.00 mL), and 0.105 ml of 2.5% OsO4 in t-BuOH, and the mixture was stirred at room temp for 18 hrs. It was extracted with EtOAc and washed with brine. The combined aqueous layers were back extracted with EtOAc and combined. Dried over Na2SO4 and evaporated to give an oily residue. 1H NMR (400 MHz, CCl3D) δ ppm 9.36 (2H, t, J=3.08 Hz), 7.18-7.42 (5H, m), 2.58 (2H, d, J=3.30 Hz), 1.34-1.81 (10H, m).

후처리

  1. extractionIt was extracted with EtOAc
  2. washwashed with brine
  3. extractionThe combined aqueous layers were back extracted with EtOAc
  4. dry with materialDried over Na2SO4
  5. customevaporated
  6. customto give an oily residue

출처 및 근거

ORD 기록
ord-9cc45e286dce47b5a83afd6294b57958
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822510B2

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