Sodium periodate → 2-(1-Phenylcyclohexyl)acetaldehyde

HRID 714250ノート

反応式

HRID 714250 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.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

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-44576368f4d54802988950d082a55df7
出典データセット
uspto-grants-2015_11
特許番号
US09187437B2

反応ノート

読み込み中…