Sodium periodate → 2-(1-Phenylcyclohexyl)acetaldehyde

HRID 714250노트

반응식

HRID 714250 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.O=[Os](=O)(=O)=O.CC(O)(C)C>[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 962Water용매HCID 6386tert-Butanol용매HCID 8028Tetrahydrofuran용매HCID 30318Osmium Tetroxide용매

실험 절차

To a solution of (1-allylcyclohexyl)benzene (210 mg, 1.048 mmol) in THF (5 mL) were 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. The mixture was stirred at room temperature for 18 hrs. The mixture was extracted with EtOAc and washed with brine. The combined aqueous layers were back extracted with EtOAc and combined. The resulting material was dried over Na2SO4 and evaporated to give an oily residue. 1H NMR (400 MHz, CDCl3) δ ppm 9.36 (2 H, t, J=3.08 Hz), 7.18-7.42 (5 H, m), 2.58 (2 H, d, J=3.30 Hz), 1.34-1.81 (10 H, m).

후처리

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

출처 및 근거

ORD 기록
ord-44576368f4d54802988950d082a55df7
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187437B2

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