Methyl iodide → 1-Methoxy-4-(1-phenyl-cyclohexyl)-benzene

HRID 1170549

反応式

HRID 1170549 の反応式
[C:1]1([C:7]2([C:13]3[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=3)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH3:22]I>CN(C=O)C>[CH3:22][O:19][C:16]1[CH:15]=[CH:14][C:13]([C:7]2([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 15384544-(1-Phenylcyclohexyl)phenol

生成物 1

HCID 116805591-Methoxy-4-(1-phenyl-cyclohexyl)-benzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4-(1-phenylcyclohexyl)phenol (20 mg, 0.08 mmol) was dissolved in DMF (2 mL). A suspension of NaH in oil (60%, 5 mg, 0.125 mmol) was added. After stirring for 5 minutes methyl iodide (0.05 mL; 0.8 mmol) was added. The reaction mixture was stirred for 2 h. (tlc indicated full conversion of the starting material) then quenched with water (10 mL). Dichloromethane (10 mL) was added. The mixture was shaken and the organic phase separated off, dried (Na2SO4) and concentrated to syrup. The title product was afforded after work-up by flash-chromatography (eluent dichloromethane). Yield: 20 mg, quantitatively. LC-MS purity (UV/MS): 100/-, Rt 6.48 min. 1H NMR data were in accordance with the data written above.

後処理

  1. additionwas added
  2. additionwas added
  3. customthen quenched with water (10 mL)
  4. additionDichloromethane (10 mL) was added
  5. stirringThe mixture was shaken
  6. customthe organic phase separated off
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated to syrup

出典と根拠

ORDレコード
ord-47afb7bca2d1494e8e29f205685d8142
出典データセット
uspto-grants-2010_11
特許番号
US07825265B2

関連ノート

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