m-Chloroperbenzoic acid → 4-fluoro-5-(oxiran-2-yl)-3H-2-benzofuran-1-one

HRID 1187070ノート

反応式

HRID 1187070 の反応式
[F:1][C:2]1[C:10]([CH:11]=[CH2:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][O:5][C:6]2=[O:13].C1C=C(Cl)C=C(C(OO)=[O:22])C=1>C(Cl)Cl>[F:1][C:2]1[C:10]([CH:11]2[CH2:12][O:22]2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][O:5][C:6]2=[O:13]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 666441764-fluoro-5-vinyl-3H-isobenzofuran-1-one

生成物 1

HCID 595686724-fluoro-5-(oxiran-2-yl)-3H-2-benzofuran-1-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 4-fluoro-5-vinyl-3H-isobenzofuran-1-one (4.0 g, 17.3 mmol) in 100 mL of DCM was slowly added mCPBA (6.0 g, 85% purity, 34.6 mmol) in 50 mL of DCM at 0° C. After warming to room temperature, the mixture was stirred overnight. The mixture was washed with aqueous Na2SO3 until KI paper didn't change color. The organic layers were washed with brine and then concentrated. The residue was purified by column chromatography to give product 4-fluoro-5-oxiranyl-3H-isobenzofuran-1-one.

後処理

  1. customat 0° C
  2. washThe mixture was washed with aqueous Na2SO3 until KI paper didn't change color
  3. washThe organic layers were washed with brine
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-7d145af79575480aaadaf3d89319e276
出典データセット
uspto-grants-2014_03
特許番号
US08673920B2

反応ノート

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