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

HRID 70734

반응식

HRID 70734 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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. (tic 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.

후처리

  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

출처 및 근거

ORD 기록
ord-0429cb5177df4842bda314261e740f4f
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822548B2

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