Water → 4-[5-(4-n-Pentyloxyphenyl)isoxazol-3-yl]bromobenzene

HRID 1872408ノート

反応式

HRID 1872408 の反応式
[Cl-].[Br:2][C:3]1[CH:11]=[CH:10][C:6]([CH:7]=[N:8][OH:9])=[CH:5][CH:4]=1.[CH2:12]([O:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]#[CH:25])=[CH:20][CH:19]=1)[CH2:13][CH2:14][CH2:15][CH3:16].C(N(CC)CC)C.O>O1CCCC1>[CH2:12]([O:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[O:9][N:8]=[C:7]([C:6]3[CH:10]=[CH:11][C:3]([Br:2])=[CH:4][CH:5]=3)[CH:25]=2)=[CH:20][CH:19]=1)[CH2:13][CH2:14][CH2:15][CH3:16]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 27751191-Eth-1-ynyl-4-(pentyloxy)benzeneHCID 737528934-Bromobenzaldehyde oxime chloride

生成物 1

HCID 211823474-[5-(4-n-Pentyloxyphenyl)isoxazol-3-yl]bromobenzene収率 55.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
40 °C

実験手順

To a solution of 4-bromobenzaldehyde oxime chloride (647 mg) and 4-n-pentyloxy-phenylacetylene (650 mg) in tetrahydrofuran (7 ml) was added triethylamine (0.5 ml) in tetrahydrofuran (5 ml) dropwise at 40° C. The solution was stirred at 40° C. for 30 minutes, poured into water and extracted with ethyl acetate. The organic layer was washed with H2O, brine and dried over magnesium sulfate. The solvents were removed under reduced pressure and the residue was triturated with acetonitrile. The precipitate was collected by filtration and dried to give 4-[5-(4-n-pentyloxyphenyl)isoxazol-3-yl]bromobenzene (0.59 g).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with H2O, brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvents were removed under reduced pressure
  5. customthe residue was triturated with acetonitrile
  6. filtrationThe precipitate was collected by filtration
  7. customdried

出典と根拠

ORDレコード
ord-2dbae69dec4941e5ae28c523f32aeed9
出典データセット
uspto-grants-2000_08
特許番号
US06107458

反応ノート

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