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Phthalimide → 2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione

HRID 2040921
ノート
印刷プレビュー

反応式

HRID 2040921 の反応式
[F:1][CH:2]([F:5])[CH2:3]Cl.[C:6]1(=[O:16])[NH:10][C:9](=[O:11])[C:8]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:7]12.C(=O)([O-])[O-].[K+].[K+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C)C=O>[F:1][CH:2]([F:5])[CH2:3][N:10]1[C:6](=[O:16])[C:7]2[C:8](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:9]1=[O:11]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6809PhthalimideHCID 11430Potassium CarbonateHCID 2736499Chlorodifluoroethane (mixed isomers)

生成物 1

HCID 866684402-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione収率 100%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 6228
Dimethylformamide
溶媒

反応条件

温度
120 °C

実験手順

An amount of 27.6 g (0.269 mol) of 2,2-difluoro-1-chloroethane, 2.16 g (6.73 mmol) of tetra(n-butyl)ammonium bromide and 20 g (0.135 mol) of phthalimide are dissolved in 95 g of N,N-dimethylformamide and treated with 46.96 g (0.336 mol) of potassium carbonate. The reaction mixture is stirred in an autoclave under pressure at 120° C. for 16 h. After the end of the reaction, cooling is carried out to ambient temperature and the solvent is exhaustively removed under vacuum. The remaining residue is treated with 150 ml of water and the solid is filtered off. The filter residue is washed twice with water and the product is dried under vacuum. An amount of 28.5 g of 2-(2,2-difluoroethyl)-1H-isoindole-1,3(2H)-dione with a purity of 97.4% is obtained. This corresponds to a yield of 97.7% of theory.

後処理

  1. customAfter the end of the reaction
  2. temperaturecooling
  3. customis carried out to ambient temperature
  4. customthe solvent is exhaustively removed under vacuum
  5. additionThe remaining residue is treated with 150 ml of water
  6. filtrationthe solid is filtered off
  7. washThe filter residue is washed twice with water
  8. customthe product is dried under vacuum

出典と根拠

ORDレコード
ord-93240e026dcf4615aff1ef2b5f0ec7b9
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08580973B2

反応ノート

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