Water → 2-Isopropoxy-4-methoxybenzonitrile

HRID 1582471노트

반응식

HRID 1582471 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].[OH:7][C:8]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:9]=1[C:10]#[N:11].I[CH:19]([CH3:21])[CH3:20].O>CC(C)=O>[CH:19]([O:7][C:8]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:9]=1[C:10]#[N:11])([CH3:21])[CH3:20]

참가 물질

6

반응물 4

HCID 962WaterHCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 114236802-Hydroxy-4-methoxybenzonitrile

생성물 1

HCID 227210812-Isopropoxy-4-methoxybenzonitrile수율 87.4%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Cesium carbonate (51.5 g, 158 mmol) was added to a solution of 2-hydroxy-4-methoxybenzonitrile (11.8 g, 79 mmol) in acetone (100 mL). 2-Iodopropane (12.5 mL, 125 mmol) was added. The mixture was heated at reflux for 3 h. Water was added and the mixture was extracted with diethyl ether (4×100 mL). The combined organic extracts were washed with diluted ammonium hydroxide, brine and dried (MgSO4). Evaporation of the solvents and chromatography of the residue over silica gel using 5% diethyl ether in hexanes gave 2-isopropoxy-4-methoxybenzonitrile (13.2 g, 87%).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 3 h
  3. extractionthe mixture was extracted with diethyl ether (4×100 mL)
  4. washThe combined organic extracts were washed with diluted ammonium hydroxide, brine
  5. dry with materialdried (MgSO4)
  6. customEvaporation of the solvents and chromatography of the residue over silica gel using 5% diethyl ether in hexanes

출처 및 근거

ORD 기록
ord-8fbdea1534744ad9b3c63b1d90baa6fc
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06734302B2

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