Azobisisobutyronitrile → 3-Bromo-6-(trifluoromethyl)phthalide

HRID 1896947ノート

反応式

HRID 1896947 の反応式
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][O:8][C:9]2=[O:12])=[CH:5][CH:4]=1.C1C(=O)N([Br:22])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:22][CH:7]1[C:6]2[C:10](=[CH:11][C:3]([C:2]([F:1])([F:13])[F:14])=[CH:4][CH:5]=2)[C:9](=[O:12])[O:8]1

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 110744416-(Trifluoromethyl)isobenzofuran-1(3H)-one

生成物 1

HCID 585628673-Bromo-6-(trifluoromethyl)phthalide

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
65 °C

実験手順

Into a 50 mL round-bottom flask, was placed a solution of 6-(trifluoromethyl)isobenzofuran-1(3H)-one (prepared as described in the previous step, 5.5 g, 27.23 mmol, 1.00 equiv) in CCl4 (10 mL), NBS (5.8 g, 32.58 mmol, 1.20 equiv) and AIBN (0.45 g, 0.10 equiv). The reaction mixture was stirred for 3 h at 65° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was dissolved in 100 mL of ethyl acetate, washed with 60 mL of brine, dried (Na2SO4), and concentrated under vacuum. The title compound was obtained as a yellow oil.

後処理

  1. customInto a 50 mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. dissolutionThe residue was dissolved in 100 mL of ethyl acetate
  4. washwashed with 60 mL of brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-6f27f8b3c9ba4c56b153013f61dbca0d
出典データセット
uspto-grants-2013_08
特許番号
US08518969B2

反応ノート

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