Trimethylsilylacetylene → 3-(4-Bromophenyl)-5-(trimethylsilyl)isoxazole

HRID 1822938ノート

反応式

HRID 1822938 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH:6]=[N:7][OH:8])=[CH:4][CH:3]=1.[CH3:11][Si:12]([C:15]#[CH:16])([CH3:14])[CH3:13]>O1CCCC1.C(OCC)(=O)C>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[CH:16]=[C:15]([Si:12]([CH3:14])([CH3:13])[CH3:11])[O:8][N:7]=2)=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 66111TrimethylsilylacetyleneHCID 6080884-Bromobenzaldehyde Oxime

生成物 1

HCID 221704493-(4-Bromophenyl)-5-(trimethylsilyl)isoxazole

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

The product from Example 42A (0.124 g, 0.621 mmol) and trimethylsilylacetylene (0.35 mL, 2.5 mmol) were combined in tetrahydrofuran (2.2 mL), treated bleach (2.2 mL), and stirred for 22 hours. The mixture was diluted with ethyl acetate (7 mL), washed with brine (5 mL), dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure. The residue was purified by flash chromatography (7% ethyl acetate in hexanes) to provide the title compound.

後処理

  1. additiontreated bleach (2.2 mL)
  2. washwashed with brine (5 mL)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated under reduced pressure
  6. customThe residue was purified by flash chromatography (7% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-092d101fbe3d495ba5231d5eafda3b87
出典データセット
uspto-grants-2006_05
特許番号
US07037927B2

反応ノート

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