1,3-Dibromopropane → 7-Propyl-3-neopentyl-6-(3-bromopropyloxy)-1,2-benzisoxazole

HRID 2289136노트

반응식

HRID 2289136 반응식
[CH3:1][C:2]([CH3:18])([CH3:17])[CH2:3][C:4]1[C:8]2[CH:9]=[CH:10][C:11]([OH:16])=[C:12]([CH2:13][CH2:14][CH3:15])[C:7]=2[O:6][N:5]=1.[Br:19][CH2:20][CH2:21][CH2:22]Br.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH3:18][C:2]([CH3:17])([CH3:1])[CH2:3][C:4]1[C:8]2[CH:9]=[CH:10][C:11]([O:16][CH2:22][CH2:21][CH2:20][Br:19])=[C:12]([CH2:13][CH2:14][CH3:15])[C:7]=2[O:6][N:5]=1

참가 물질

5

반응물 3

HCID 80011,3-DibromopropaneHCID 10796Cesium carbonateHCID 1358008133-Neopentyl-7-propylbenzo[d]isoxazol-6-ol

생성물 1

HCID 219110397-Propyl-3-neopentyl-6-(3-bromopropyloxy)-1,2-benzisoxazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-(2,2-dimethylpropyl)-6-hydroxy-7-propylbenz[4,5]isoxazole (2.000 grams; 8.090 mmol) in dry DMF (20 mL) was treated with 1,3-dibromopropane (4.29 mL; 42.263 mmol). Cesium carbonate (2.900 grams; 8.901 mmol) was added and the mixture stirred at 20° for 8 hours. The reaction mixture was partitioned between isopropyl acetate and pH 4 buffer. The organic was washed with water, then dried over magnesium sulfate. Filtration and evaporation afforded an oil which was chromatographed over silica gel, giving the title compound.

후처리

  1. customThe reaction mixture was partitioned between isopropyl acetate and pH 4 buffer
  2. washThe organic was washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationFiltration and evaporation
  5. customafforded an oil which
  6. customwas chromatographed over silica gel

출처 및 근거

ORD 기록
ord-e8682f788dad40dea00c4dfc70238d6b
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06090836

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