Methyl iodide → 2-Ethyl-4-methoxybenzoxazole

HRID 275799노트

반응식

HRID 275799 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

HCID 183166412-Ethyl-4-methoxybenzoxazole

시약·촉매·용매 3

HCID 67553Tetrabutylammonium Iodide촉매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-7b0d5adfacac440ba9d5a35017e220ec
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06353010B1

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