Sodium periodate → 2-(1-Phenylcyclohexyl)acetaldehyde

HRID 71246ノート

反応式

HRID 71246 の反応式
[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

参加物

7

反応物 2

HCID 23667635Sodium periodateHCID 86688202(1-Allylcyclohexyl)benzene

生成物 1

HCID 866882032-(1-Phenylcyclohexyl)acetaldehyde

試薬・触媒・溶媒 4

HCID 30318Osmium Tetroxide触媒HCID 962Water溶媒HCID 6386tert-Butanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9cc45e286dce47b5a83afd6294b57958
出典データセット
uspto-grants-2014_09
特許番号
US08822510B2

反応ノート

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