Isopropyl iodide → 3-(Propan-2-yloxy)benzonitrile

HRID 1510111노트

반응식

HRID 1510111 반응식
[C:1]([C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1)#[N:2].I[CH:11]([CH3:13])[CH3:12].C(=O)([O-])[O-].[Cs+].[Cs+].C(=O)([O-])[O-].[K+].[K+]>CC#N.C(Cl)Cl>[CH:11]([O:9][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[C:1]#[N:2])([CH3:13])[CH3:12]

참가 물질

7

반응물 4

HCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 11430Potassium CarbonateHCID 133943-Cyanophenol

생성물 1

HCID 223440163-(Propan-2-yloxy)benzonitrile

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

실험 절차

A combination of 32 g (268 mmol, Aldrich) 3-cyanophenol, 26.9 mL (268 mmol) 2-iodopropane, and 88 g (269 mmol) cesium carbonate in 1:1 CH2Cl2:CH3CN was heated to reflux and allowed to stir overnight. HPLC/MS showed pure product so the suspension was filtered, washed with CH3CN and concentrated. The remaining oil was dissolved in CH2Cl2 and filtered thru a short pad of silica with CH2Cl2. The filtrate was concentrated to dryness to give the product. An alternative preparation uses the conditions similar to the above except that potassium carbonate is used as the base.

후처리

  1. temperatureto reflux
  2. filtrationwas filtered
  3. washwashed with CH3CN
  4. concentrationconcentrated
  5. dissolutionThe remaining oil was dissolved in CH2Cl2
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated to dryness
  8. customto give the product
  9. customAn alternative preparation

출처 및 근거

ORD 기록
ord-62654e9d211942e99a83c7f5ffb71e8b
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08211904B2

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