N-bromobutanimide → 7-Bromo-4-methoxy-2-(2-methyl-[1,3]-dioxolan-2-yl)benzoxazole

HRID 275804노트

반응식

HRID 275804 반응식
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([C:12]3([CH3:17])[O:16][CH2:15][CH2:14][O:13]3)[O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.[Br:18]N1C(=O)CCC1=O>C(#N)C>[Br:18][C:6]1[C:7]2[O:11][C:10]([C:12]3([CH3:17])[O:16][CH2:15][CH2:14][O:13]3)=[N:9][C:8]=2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 183166394-Methoxy-2-(2-methyl-[1,3]-dioxolan-2-yl)benzoxazole

생성물 1

HCID 183166527-Bromo-4-methoxy-2-(2-methyl-[1,3]-dioxolan-2-yl)benzoxazole

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

4-Methoxy-2-(2-methyl-[1,3]-dioxolan-2-yl)benzoxazole (129 m), N-bromosuccinimide (107 mg) and acetonitrile (5 ml) were combined and stirred at room temperature under nitrogen for 4 h. The mixture was partitioned between water (20 ml) and ethyl acetate (20 ml). The aqueous phase was extracted with ethyl acetate (20 ml). The combined organic phases were washed with water (2×50 ml), dried over magnesium sulphate, evaporated in vacuo and purified by flash chromatography eluting with 30% ethyl acetate in hexane to yield the title compound as a white solid (95 mg).

후처리

  1. customThe mixture was partitioned between water (20 ml) and ethyl acetate (20 ml)
  2. extractionThe aqueous phase was extracted with ethyl acetate (20 ml)
  3. washThe combined organic phases were washed with water (2×50 ml)
  4. dry with materialdried over magnesium sulphate
  5. customevaporated in vacuo
  6. custompurified by flash chromatography
  7. washeluting with 30% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-8f21f728eb914cf399d730d3f86ffecc
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06353010B1

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