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

HRID 2289136ノート

反応式

HRID 2289136 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e8682f788dad40dea00c4dfc70238d6b
出典データセット
uspto-grants-2000_07
特許番号
US06090836

反応ノート

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