Water → 2-Isopropoxy-4-methoxybenzonitrile

HRID 1582471ノート

反応式

HRID 1582471 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 227210812-Isopropoxy-4-methoxybenzonitrile収率 87.4%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-8fbdea1534744ad9b3c63b1d90baa6fc
出典データセット
uspto-grants-2004_05
特許番号
US06734302B2

反応ノート

読み込み中…