Methyl iodide → 2-Ethyl-4-methoxybenzoxazole

HRID 275799ノート

反応式

HRID 275799 の反応式
[CH2:1]([C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[C:8]([OH:12])[C:6]=2[N:7]=1)[CH3:2].[OH-].[Na+].I[CH3:16]>O1CCCC1.[I-].C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH2:1]([C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:16])[C:6]=2[N:7]=1)[CH3:2]

参加物

7

反応物 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 156656802-Ethylbenzo[d]oxazol-4-ol

生成物 1

HCID 183166412-Ethyl-4-methoxybenzoxazole

試薬・触媒・溶媒 3

HCID 67553Tetrabutylammonium Iodide触媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

2-Ethyl-4-hydroxybenzoxazole (4.17 g) was dissolved in tetrahydrofuran (73 ml) at room temperature. Tetrabutylammonium iodide (0.4 g) was added, followed by a solution of sodium hydroxide (3.89 g) in water (40 ml). The mixture was stirred for 10 minutes before addition of iodomethane (3.13 ml). Stirring was then continued overnight. The crude mixture was evaporated onto silica, and purified by flash chromatography eluting with 25% then 50% ethyl acetate in hexane to give the title compound as a straw coloured liquid (3.05 g).

後処理

  1. customThe crude mixture was evaporated onto silica
  2. custompurified by flash chromatography
  3. washeluting with 25%

出典と根拠

ORDレコード
ord-7b0d5adfacac440ba9d5a35017e220ec
出典データセット
uspto-grants-2002_03
特許番号
US06353010B1

反応ノート

読み込み中…