4-Hydroxybenzaldehyde → 4-Isopropoxybenzaldehyde

HRID 351817

反応式

HRID 351817 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].I[CH:17]([CH3:19])[CH3:18]>CN(C=O)C>[CH:17]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)([CH3:19])[CH3:18]

参加物

5

反応物 3

HCID 1264-HydroxybenzaldehydeHCID 6362Isopropyl iodideHCID 11430Potassium Carbonate

生成物 1

HCID 2500774-Isopropoxybenzaldehyde収率 77.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To a solution of 2 g (16.38 mmol) of 4-hydroxybenzaldehyde in 100 mL of DMF, 2.72 g (19.69 mmol) of K2CO3, 2.74 g (16.52 mmol) of KI and 3.94 mL (39.38 mmol) of 2-iodopropane was added under argon. The mixture was stirred at 80° C. overnight, concentrated and the residue obtained was partitioned between CHCl3 and H2O. The phases were separated, the aqueous phase was extracted with CHCl3 and the combined organic phases were dried over MgSO4 and concentrated. The crude product obtained was purified by chromatography on silica gel using EtOAc/hexane mixtures of increasing polarity as eluent, to give 2.08 g of the title compound of the example as an oil (77% yield).

後処理

  1. concentrationconcentrated
  2. customthe residue obtained
  3. customwas partitioned between CHCl3 and H2O
  4. customThe phases were separated
  5. extractionthe aqueous phase was extracted with CHCl3
  6. dry with materialthe combined organic phases were dried over MgSO4
  7. concentrationconcentrated
  8. customThe crude product obtained
  9. customwas purified by chromatography on silica gel
  10. temperatureof increasing polarity as eluent

出典と根拠

ORDレコード
ord-894b4acbbcc04531b679f4df06420873
出典データセット
uspto-grants-2004_06
特許番号
US06743816B2

関連ノート

読み込み中…